D A Evans

Summary

Affiliation: Harvard University
Country: USA

Publications

  1. ncbi request reprint Virtual screening of DNA minor groove binders
    David A Evans
    Cancer Research UK Biomolecular Structure Group, The School of Pharmacy, University of London, 29 39 Brunswick Square, London WC1N 1AX, UK
    J Med Chem 49:4232-8. 2006
  2. doi request reprint Progress toward the syntheses of (+)-GB 13, (+)-himgaline, and himandridine. new insights into intramolecular imine/enamine aldol cyclizations
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States
    J Am Chem Soc 134:8162-70. 2012
  3. ncbi request reprint Enantioselective synthesis of oasomycin A, part II: synthesis of the C29-C46 subunit
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 46:541-4. 2007
  4. ncbi request reprint Enantioselective nitrone cycloadditions of alpha,beta-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:3351-4. 2006
  5. ncbi request reprint Catalytic enantioselective pyrrole alkylations of alpha,beta-unsaturated 2-acyl imidazoles
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:2249-52. 2006
  6. ncbi request reprint Polycyclic molecules from linear precursors: stereoselective synthesis of clavolonine and related complex structures
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 44:6038-42. 2005
  7. ncbi request reprint Ni(II) Tol-BINAP-catalyzed enantioselective Michael reactions of beta-ketoesters and unsaturated N-acylthiazolidinethiones
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    J Am Chem Soc 127:10816-7. 2005
  8. ncbi request reprint Ni(II) Tol-BINAP-catalyzed enantioselective orthoester alkylations of N-acylthiazolidinethiones
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 127:10506-7. 2005
  9. ncbi request reprint Asymmetric, anti-selective scandium-catalyzed Sakurai additions to glyoxyamide. Applications to the syntheses of N-boc D-alloisoleucine and D-isoleucine
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:2071-3. 2006
  10. ncbi request reprint Complex aldol reactions for the construction of dense polyol stereoarrays: synthesis of the C33-C36 region of aflastatin A
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 7:3331-3. 2005

Research Grants

Collaborators

Detail Information

Publications61

  1. ncbi request reprint Virtual screening of DNA minor groove binders
    David A Evans
    Cancer Research UK Biomolecular Structure Group, The School of Pharmacy, University of London, 29 39 Brunswick Square, London WC1N 1AX, UK
    J Med Chem 49:4232-8. 2006
    ....
  2. doi request reprint Progress toward the syntheses of (+)-GB 13, (+)-himgaline, and himandridine. new insights into intramolecular imine/enamine aldol cyclizations
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States
    J Am Chem Soc 134:8162-70. 2012
    ..A detailed computational investigation of the course of the reaction closely correlates with, and suggests a rationale for, the observed patterns of imine aldol reactivity...
  3. ncbi request reprint Enantioselective synthesis of oasomycin A, part II: synthesis of the C29-C46 subunit
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 46:541-4. 2007
  4. ncbi request reprint Enantioselective nitrone cycloadditions of alpha,beta-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:3351-4. 2006
    ..The isoxazolidine products were efficiently transformed into densely functionalized beta'-hydroxy-beta-amino acid derivatives...
  5. ncbi request reprint Catalytic enantioselective pyrrole alkylations of alpha,beta-unsaturated 2-acyl imidazoles
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:2249-52. 2006
    ..This methodology was then extended to the one-pot asymmetric synthesis of 2-substituted indoles...
  6. ncbi request reprint Polycyclic molecules from linear precursors: stereoselective synthesis of clavolonine and related complex structures
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 44:6038-42. 2005
  7. ncbi request reprint Ni(II) Tol-BINAP-catalyzed enantioselective Michael reactions of beta-ketoesters and unsaturated N-acylthiazolidinethiones
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    J Am Chem Soc 127:10816-7. 2005
    ..In particular, the dihydropyrone adducts are versatile scaffolds for further stereoselective elaboration...
  8. ncbi request reprint Ni(II) Tol-BINAP-catalyzed enantioselective orthoester alkylations of N-acylthiazolidinethiones
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 127:10506-7. 2005
    ..The products are readily converted into a variety of synthetically useful derivatives in a straightforward manner...
  9. ncbi request reprint Asymmetric, anti-selective scandium-catalyzed Sakurai additions to glyoxyamide. Applications to the syntheses of N-boc D-alloisoleucine and D-isoleucine
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:2071-3. 2006
    ..Both alkyl- and aryl-substituted allylsilanes are effective coupling partners with N-phenylglyoxamide. Applications of this reaction to the asymmetric syntheses of N-Boc D-alloisoleucine and D-isoleucine are described...
  10. ncbi request reprint Complex aldol reactions for the construction of dense polyol stereoarrays: synthesis of the C33-C36 region of aflastatin A
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 7:3331-3. 2005
    ..Protection of the diol as an acetonide results in the exclusive formation of the anti-syn-anti stereoarray found in the C(33)-C(36) region of aflastatin A...
  11. ncbi request reprint Ni(II)-Bis[(R,R)-N,N'-dibenzylcyclohexane-1,2-diamine]Br2 catalyzed enantioselective Michael additions of 1,3-dicarbonyl compounds to conjugated nitroalkenes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 127:9958-9. 2005
    ..The reaction scope includes substituted and unsubstituted malonates, beta-ketoesters, and nitroalkenes bearing aromatic and aliphatic residues. Ease of synthesis of this complex is noteworthy...
  12. ncbi request reprint Enantioselective Friedel-Crafts alkylations of alpha,beta-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 127:8942-3. 2005
    ..The resulting adduct 2-acyl imidazole is easily converted to amides, esters, carboxylic acids, ketones, and aldehydes by methylation and subsequent displacement of the imidazole residue...
  13. ncbi request reprint Asymmetric induction in methyl ketone aldol additions to alpha-alkoxy and alpha,beta-bisalkoxy aldehydes: a model for acyclic stereocontrol
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 128:9433-41. 2006
    ..A stereochemical model based on Cornforth-like transition-state arrangements is proposed...
  14. ncbi request reprint Enantioselective scandium-catalyzed vinylsilane additions: a new approach to the synthesis of enantiopure beta,gamma-unsaturated alpha-hydroxy acid derivatives
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 128:11034-5. 2006
    ..Complete retention of vinysilane geometry was observed where applicable...
  15. ncbi request reprint Ceric ammonium nitrate promoted oxidation of oxazoles
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 8:5669-71. 2006
    ..This transformation results in the formation of the corresponding imide in good yield and tolerates a wide variety of functional groups and substituents on the oxazole moiety. [reaction: see text]...
  16. pmc An aldol-based synthesis of (+)-peloruside a, a potent microtubule stabilizing agent
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 131:3840-1. 2009
    ..This approach afforded a 22-step synthesis of this natural product. The influence of resident stereocenters on aldol reaction diastereoselection has been examined in detail...
  17. pmc Total synthesis of (+)-azaspiracid-1. An exhibition of the intricacies of complex molecule synthesis
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 130:16295-309. 2008
    ..A final fragment coupling of the anomeric EFGHI-sulfone anion to the ABCD-aldehyde completed the convergent synthesis of (+)-azaspiracid-1...
  18. ncbi request reprint Scope and mechanism of enantioselective Michael additions of 1,3-dicarbonyl compounds to nitroalkenes catalyzed by nickel(II)-diamine complexes
    David A Evans
    Department of Chemistry, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 129:11583-92. 2007
    ..The proposed model for stereochemical induction is shown to be consistent with X-ray structure analysis...
  19. ncbi request reprint Enantioselective Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    J Am Chem Soc 129:10029-41. 2007
    ..Nonlinear effects over a range of catalyst concentrations implicate a mononuclear complex as the active catalyst...
  20. ncbi request reprint Total synthesis of (+)-azaspiracid-1. Part II: synthesis of the EFGHI sulfone and completion of the synthesis
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 46:4698-703. 2007
  21. ncbi request reprint Total synthesis of (+)-azaspiracid-1. Part I: Synthesis of the fully elaborated ABCD aldehyde
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 46:4693-7. 2007
  22. ncbi request reprint Total synthesis of (+)-galbulimima alkaloid 13 and (+)-himgaline
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 129:1048-9. 2007
  23. ncbi request reprint Enantioselective synthesis of oasomycin a, part I: synthesis of the C1-C12 and C13-C28 subunits
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 46:537-40. 2007
  24. ncbi request reprint Enantioselective synthesis of oasomycin A, part III: fragment assembly and confirmation of structure
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 46:545-8. 2007
  25. ncbi request reprint Enantioselective syn-selective scandium-catalyzed ene reactions
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 127:8006-7. 2005
    ..Uniformly high enantiomeric excesses and good yields were observed. Use of trisubstituted olefins generated the syn product in high enantio- and diastereoselectivity...
  26. ncbi request reprint Asymmetric syntheses of pectenotoxins-4 and -8, part I: synthesis of the C1-C19 subunit
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 41:4569-73. 2002
  27. ncbi request reprint C(2)-symmetric Sc(III)-complexes as chiral Lewis acids. Catalytic enantioselective aldol additions to glyoxylate esters
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Org Lett 4:3375-8. 2002
    ..reaction: see text]..
  28. ncbi request reprint Remarkably stable tetrahedral intermediates: carbinols from nucleophilic additions to N-acylpyrroles
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 41:3188-91. 2002
  29. ncbi request reprint Enantioselective total synthesis of callipeltoside A
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 124:5654-5. 2002
    ..An asymmetric total synthesis of callipeltoside A has been accomplished highlighted by a catalytic enantioselective vinylogous aldol reaction and a boron-mediated anti-aldol reaction influenced by remote stereocontrol...
  30. ncbi request reprint Magnesium halide-catalyzed anti-aldol reactions of chiral N-acylthiazolidinethiones
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 4:1127-30. 2002
    ..OEt2 in the presence of triethylamine and chlorotrimethylsilane. Yields range from 56 to 93% with diastereoselectivity up to 19:1 for a variety of N-acylthiazolidinethiones and unsaturated aldehydes...
  31. ncbi request reprint An aldol-based approach to the asymmetric synthesis of L-callipeltose, the deoxyamino sugar of L-callipeltoside A
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 3:3133-6. 2001
    ..The key steps are a highly diastereoselective Felkin anti aldol addition to a methyl ketone and a selective methylation of a secondary alcohol in the presence of a secondary carbamate...
  32. ncbi request reprint Synthesis of (-)-epibatidine
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 3:3009-12. 2001
    ..The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement. Reaction: see text...
  33. ncbi request reprint Asymmetric synthesis of the chlorocyclopropane-containing callipeltoside A side chain
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 3:503-5. 2001
    ..The key steps in the synthesis are a highly diastereoselective cyclopropanation of a vinyl chloride allylic ether and a Suzuki cross-coupling to complete the carbon framework...
  34. ncbi request reprint Catalytic enantioselective Michael additions to unsaturated ester derivatives using chiral copper(II) Lewis acid complexes
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 1:865-8. 1999
    ..The size of the enolsilane alkylthio substituent directly impacts the magnitude of diastereoselection...
  35. ncbi request reprint Catalytic enantioselective amination of enolsilanes using C2-symmetric copper(II) complexes as chiral Lewis acids
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 1:595-8. 1999
    ..Isomerically pure enolsilanes of aryl ketones, acylpyrroles, and thioesters added to the azo-imide in greater than 95% ee. The use of an alcohol additive was critical to achieving catalyst turnover...
  36. ncbi request reprint Selective lithiation of 2-methyloxazoles. Applications to pivotal bond constructions in the phorboxazole nucleus
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 1:87-90. 1999
    ..Application of this metalation strategy with lithium diethylamide to two important bond constructions relevant to a projected phorboxazole synthesis is presented...
  37. ncbi request reprint Asymmetric syntheses of pectenotoxins-4 and -8, part II: synthesis of the C20-C30 and C31-C40 subunits and fragment assembly
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 41:4573-6. 2002
  38. ncbi request reprint A new copper acetate-bis(oxazoline)-catalyzed, enantioselective Henry reaction
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:12692-3. 2003
    ..An X-ray structure of the catalyst has been provided along with a rationalization of the sense of asymmetric induction...
  39. ncbi request reprint A cycloaddition cascade approach to the total synthesis of (-)-FR182877
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:13531-40. 2003
    ..This pentacyclic intermediate was subsequently transformed to (-)-FR182877. Semiempirical calculations of the transannular Diels-Alder cycloaddition cascade were carried out to determine the origins of asymmetric induction...
  40. ncbi request reprint Enantioselective indole Friedel--Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:10780-1. 2003
    ..The reactive acyl phosphonate product is converted to the corresponding ester or amide in good overall yield by adding an alcohol or amine directly to the reaction mixture...
  41. ncbi request reprint Ni(II) bis(oxazoline)-catalyzed enantioselective syn aldol reactions of N-propionylthiazolidinethiones in the presence of silyl triflates
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:8706-7. 2003
    ..Syn diastereoselectivities range from 88:12 to 97:3, and enantioselectivities are 90% or greater. Both aromatic and enolizable aliphatic aldehydes are included within the scope of this aldol addition process...
  42. ncbi request reprint Resurrecting the Cornforth model for carbonyl addition: studies on the origin of 1,2-asymmetric induction in enolate additions to heteroatom-substituted aldehydes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    Angew Chem Int Ed Engl 42:1761-5. 2003
  43. ncbi request reprint Application of chiral mixed phosphorus/sulfur ligands to enantioselective rhodium-catalyzed dehydroamino acid hydrogenation and ketone hydrosilylation processes
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:3534-43. 2003
    ....
  44. ncbi request reprint Synthesis of the antifungal macrolide antibiotic (+)-roxaticin
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:10899-905. 2003
    ..A series of functionalization reactions incorporated the sensitive polyene and provided the protected roxaticin seco-acid, which was lactonized in good yield. Acidic deprotection completed this convergent synthesis of roxaticin...
  45. ncbi request reprint 1,5-asymmetric induction in boron-mediated beta-alkoxy methyl ketone aldol addition reactions
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 125:10893-8. 2003
    ..Conversely, if stereochemical control from the beta-alkoxy aldehyde is desired, a Lewis acid-catalyzed enolsilane addition ensures dominant 1,3-induction from the aldehyde beta-oxygen substituent...
  46. ncbi request reprint Enantioselective and diastereoselective Mukaiyama-Michael reactions catalyzed by bis(oxazoline) copper(II) complexes
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 123:4480-91. 2001
    ..A procedure is disclosed in which an alcohol additive is used to hydrolyze the inhibiting dihydropyran and afford the desilylated Michael adduct in significantly shortened reaction time...
  47. ncbi request reprint The exceptional chelating ability of dimethylaluminum chloride and methylaluminum dichloride. The merged stereochemical impact of alpha- and beta-stereocenters in chelate-controlled carbonyl addition reactions with enolsilane and hydride nucleophiles
    D A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    J Am Chem Soc 123:10840-52. 2001
    ..Aldol reactions of the corresponding anti aldehydes containing opposing stereocontrol elements at the alpha- and beta-positions exhibit variable and unpredictable selectivity...
  48. ncbi request reprint Asymmetric synthesis of salvinorin A, a potent kappa opioid receptor agonist
    JONATHAN R SCHEERER
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 129:8968-9. 2007
  49. ncbi request reprint Current and remote blood pressure and cognitive decline
    R J Glynn
    Department of Medicine, Brigham and Women s Hospital, Harvard Medical School, Boston, Mass 02215, USA
    JAMA 281:438-45. 1999
    ..Previous studies raise the possibility that blood pressure (BP) in middle age predicts later cognitive decline...
  50. pmc Intermolecular Michael reactions: a computational investigation
    Eugene E Kwan
    Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States
    Org Lett 12:5124-7. 2010
    ..With this premise in mind, the stereochemical course of intermolecular Michael additions is examined. The results are generally consistent with what is observed experimentally and the model advanced by Heathcock and co-workers...
  51. ncbi request reprint Synthesis and confirmation of the absolute stereochemistry of the (-)-aflastatin A C9-C27 degradation polyol
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    Org Lett 7:3335-8. 2005
    ..This adduct was successfully converted into the C(9)-C(27) polyol degradation product of (-)-aflastatin A to confirm the relative and absolute stereochemistry of this region of the natural product...
  52. ncbi request reprint Theoretical investigation of enolborane addition to alpha-heteroatom-substituted aldehydes. Relevance of the Cornforth and polar Felkin-Anh models for asymmetric induction
    Victor J Cee
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA
    J Am Chem Soc 128:2920-30. 2006
    ..The calculated transition-state structures for the addition of E- and Z-enolborane nucleophiles to 2-methoxypropanal predict a diastereofacial selectivity that is in good agreement with the experimentally determined values...
  53. ncbi request reprint Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones
    David A Evans
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 124:392-3. 2002
    ..Reactions are operationally simple and can be run under ambient atmosphere without rigorous exclusion of water. Many of the adducts are highly crystalline and a single diastereomer can be isolated without chromatography...
  54. ncbi request reprint Targeting the DNA minor groove with fused ring dicationic compounds: comparison of in silico screening and a high-resolution crystal structure
    Nancy H Campbell
    Cancer Research UK Biomolecular Structure Group, The School of Pharmacy, University of London, London WC1N 1AX, UK
    Bioorg Med Chem Lett 16:15-9. 2006
    ..36 Angstrom. Conditions for reliable in silico docking that reproduce the observed position of the ligand in the minor groove have been determined...
  55. ncbi request reprint The dynamics of conformational isomerization in flexible biomolecules. II. Simulating isomerizations in a supersonic free jet with master equation dynamics
    David A Evans
    University Chemical Laboratories, Lensfield Road, Cambridge, CB2 1EW, United Kingdom
    J Chem Phys 120:148-57. 2004
    ..In between these extremes, the quantum yields are sensitive to the excitation energy, and can be used to locate the rate-limiting barriers to isomerization...
  56. ncbi request reprint Modeling the effects of changes in new source review on national SO2 and NOx emissions from electricity-generating units
    David A Evans
    Resources for the Future, Washington, DC, USA
    Environ Sci Technol 42:347-53. 2008
    ..Further decreases in national emissions could be accomplished more cheaply by tighter emissions caps than through NSR because caps provide incentives for efficient operating strategies, such as fuel switching, as well as retrofits...
  57. doi request reprint An asymmetric C8/C8'-tripyrrole-linked sequence-selective pyrrolo[2,1-c][1,4]benzodiazepine (PBD) dimer DNA interstrand cross-linking agent spanning 11 DNA base pairs
    Arnaud C Tiberghien
    Spirogen Ltd, 29 39 Brunswick Square, London WC1N 1AX, UK
    Bioorg Med Chem Lett 18:2073-7. 2008
    ....
  58. pmc A 96-well DNase I footprinting screen for drug-DNA interactions
    Tom Ellis
    Spirogen Ltd, London Bioscience Innovation Centre, London, UK
    Nucleic Acids Res 35:e89. 2007
    ..The dramatic increase in throughput, quantified data and decreased handling time allow, for the first time, DNase I footprinting to be used as a screening tool to assess DNA-binding agents...
  59. ncbi request reprint Janocchio--a Java applet for viewing 3D structures and calculating NMR couplings and NOEs
    David A Evans
    Eli Lilly and Company Ltd, Lilly Research Centre, Windlesham, Surrey, GU20 6PH, UK
    Magn Reson Chem 45:595-600. 2007
    ..All these calculations are driven from a simple point and click interface. The program can calculate values for multi-structure files, and can produce input files for the conformational fitting program NAMFIS...
  60. ncbi request reprint Influence of vibrational energy flow on isomerization of flexible molecules: incorporating non-Rice-Ramsperger-Kassel-Marcus kinetics in the simulation of dipeptide isomerization
    Johnson K Agbo
    Department of Chemistry and Chemical Physics Program, University of Nevada, Reno, Nevada 89557, USA
    J Chem Phys 123:124304. 2005
    ..The latter rates are then introduced into a master equation to study the population dynamics of the dipeptide. Incomplete or slow vibrational energy flow is found to enhance the conformational selectivity of NATMA over RRKM estimates...
  61. ncbi request reprint Folding of the GB1 hairpin peptide from discrete path sampling
    David A Evans
    University Chemical Laboratories, Lensfield Road, Cambridge CB2 1EW, United Kingdom
    J Chem Phys 121:1080-90. 2004
    ....

Research Grants48

  1. Synthesis of Bioactive Alkaloids and Peptides
    David A Evans; Fiscal Year: 2010
    ..Consequently, organic synthesis is a critical discipline that continues to have a pivotal impact on the fields of both medicine and biology. This grant will focus on the synthesis of bioactive alkaloids and peptides. ..
  2. ASYMMETRIC SYNTHESIS OF VANCOMYCIN ANTIBIOTICS
    David Evans; Fiscal Year: 2001
    ..During the course of this project we intend to confirm (correct) the absolute stereochemical assignments of the principal members of this family by total synthesis. ..
  3. ASYMMETRIC SYNTHESIS OF VANCOMYCIN ANTIBIOTICS
    David Evans; Fiscal Year: 1993
    ..During the course of this project we intend to confirm (correct) the absolute stereochemical assignment of the principal members of this family by total synthesis...
  4. Synthesis of Polyketides and Terpenes
    David A Evans; Fiscal Year: 2010
    ..As a consequence, organic synthesis is a critical discipline that continues to have an important impact on the fields of both medicine and biology. ..
  5. Synthesis of Bioactive Alkaloids and Peptides
    David Evans; Fiscal Year: 2009
    ..Consequently, organic synthesis is a critical discipline that continues to have a pivotal impact on the fields of both medicine and biology. This grant will focus on the synthesis of bioactive alkaloids and peptides. ..
  6. Synthesis of Polyketides and Terpenes
    David Evans; Fiscal Year: 2007
    ..As a consequence, organic synthesis is a critical discipline that continues to have an important impact on the fields of both medicine and biology. ..
  7. SYNTHESIS OF AMINO ACID-DERIVED NATURAL PRODUCTS
    David Evans; Fiscal Year: 2006
    ..Synthesis targets associated with this project will include the antiviral cyclic heptapeptide cyclomarin A, the marine toxin, azaspiracid 1, and the cytotoxic hexacyclic alkaloid daphnicyclidin A. ..
  8. ASYMMETRIC SYNTHESIS OF IONOPHORE/MACROLIDE ANTIBIOTICS
    David Evans; Fiscal Year: 2005
    ..Our goal has been to set in place all of the reactions necessary for the rapid assemblage of any polyketide target structure. ..
  9. SYNTHESIS OF AMINO ACID-DERIVED NATURAL PRODUCTS
    David Evans; Fiscal Year: 1990
    ..For example, amino acid syntheses based upon the development of chiral glycine enolate synthons, chiral electrophilic aminating agents, and chiral metal nitrenoids are presented...
  10. ASYMMETRIC SYNTHESIS OF IONOPHORE/MACROLIDE ANTIBIOTICS
    David Evans; Fiscal Year: 1999
    ..The goal of these studies will be to reveal some of the general rules for predicting the stereochemical outcome of complex aldol fragment coupling reactions. ..
  11. ASYMMETRIC SYNTHESIS OF IONOPHORE & MACROLIDE ANTIBIOTIC
    David Evans; Fiscal Year: 1993
    ....
  12. ASYMMETRIC SYNTHESIS OF IONOPHORE & MACROLIDE ANTIBIOTIC
    David Evans; Fiscal Year: 1990
    ..These reactions should contribute significantly to the development of new concepts and methodology in acyclic stereocontrol...