GREGORY FU

Summary

Affiliation: Massachusetts Institute of Technology
Country: USA

Publications

  1. ncbi request reprint Cross-couplings of alkyl electrophiles under "ligandless" conditions: Negishi reactions of organozirconium reagents
    Sheryl L Wiskur
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 126:82-3. 2004
  2. pmc The development of versatile methods for palladium-catalyzed coupling reactions of aryl electrophiles through the use of P(t-Bu)3 and PCy3 as ligands
    Gregory C Fu
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA
    Acc Chem Res 41:1555-64. 2008
  3. ncbi request reprint From the design of a chiral Lewis acid catalyst to metal-catalyzed coupling reactions
    Gregory C Fu
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Org Chem 69:3245-9. 2004
  4. ncbi request reprint Applications of planar-chiral heterocycles as ligands in asymmetric catalysis
    Gregory C Fu
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Acc Chem Res 39:853-60. 2006
  5. ncbi request reprint A versatile method for Suzuki cross-coupling reactions of nitrogen heterocycles
    Noriaki Kudo
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 45:1282-4. 2006
  6. ncbi request reprint Ligands for palladium-catalyzed cross-couplings of alkyl halides: use of an alkyldiaminophosphane expands the scope of the Stille reaction
    Haifeng Tang
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 42:5079-82. 2003
  7. doi request reprint Nickel-catalyzed asymmetric negishi cross-couplings of secondary allylic chlorides with alkylzincs
    Sunghee Son
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:2756-7. 2008
  8. ncbi request reprint Nickel-catalyzed cross-couplings of organosilicon reagents with unactivated secondary alkyl bromides
    David A Powell
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 126:7788-9. 2004
  9. pmc Enantioselective alkenylation via nickel-catalyzed cross-coupling with organozirconium reagents
    Sha Lou
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:5010-1. 2010
  10. doi request reprint Catalytic asymmetric Hiyama cross-couplings of racemic alpha-bromo esters
    Xing Dai
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:3302-3. 2008

Research Grants

  1. Asymmetric Nucleophilic Catalysis
    Gregory C Fu; Fiscal Year: 2010
  2. Asymmetric Catalysis by Transition Metals
    GREGORY FU; Fiscal Year: 2006
  3. DEVELOPMENT OF ENANTIOSELECTIVE NUCLEOPHILIC CATALYSTS
    GREGORY FU; Fiscal Year: 2006
  4. Asymmetric Nucleophilic Catalysis
    GREGORY FU; Fiscal Year: 2007
  5. Asymmetric Nucleophilic Catalysis
    GREGORY FU; Fiscal Year: 2009
  6. Asymmetric Nucleophilic Catalysis
    Gregory C Fu; Fiscal Year: 2010
  7. Palladium- and Nickel-Catalyzed C-C Bond Formation
    GREGORY FU; Fiscal Year: 2009
  8. DEVELOPMENT OF ENANTIOSELECTIVE NUCLEOPHILIC CATALYSTS
    GREGORY FU; Fiscal Year: 2001
  9. Versatile Methods for Palladium-Catalyzed Couplings
    GREGORY FU; Fiscal Year: 2004

Collaborators

  • Brian L Hodous
  • Ryo Shintani
  • Xing Dai
  • David A Powell
  • Neil A Strotman
  • Elaine C Lee
  • Sean W Smith
  • Ara H Mermerian
  • Sha Lou
  • Sunghee Son
  • Bunnai Saito
  • Ivory D Hills
  • Forrest O Arp
  • Christian Fischer
  • Jonathan E Wilson
  • Sheryl L Wiskur
  • Jianrong Zhou
  • Matthew R Netherton
  • Adam F Littke
  • Nathan A Owston
  • Jianwei Sun
  • Pamela M Lundin
  • Karsten Menzel
  • Maximilian Dochnahl
  • Ying Kit Chung
  • Jacob M Berlin
  • Luke Firmansjah
  • Francisco González-Bobes
  • Thomas C Maier
  • Noriaki Kudo
  • Carsten Schaefer
  • Matthias Eckhardt
  • Jianrong Steve Zhou
  • Haifeng Tang
  • Jae Young Lee
  • Jan H Kirchhoff
  • Michael M C Lo
  • Kevin M McCauley
  • Mauro Perseghini
  • Crystal Shih
  • Enda Bergin
  • Alexander Korte
  • Lothar Schwarz

Detail Information

Publications59

  1. ncbi request reprint Cross-couplings of alkyl electrophiles under "ligandless" conditions: Negishi reactions of organozirconium reagents
    Sheryl L Wiskur
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 126:82-3. 2004
    ....
  2. pmc The development of versatile methods for palladium-catalyzed coupling reactions of aryl electrophiles through the use of P(t-Bu)3 and PCy3 as ligands
    Gregory C Fu
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA
    Acc Chem Res 41:1555-64. 2008
    ..These methods have been applied in a wide array of settings, such as natural-product synthesis, materials science, and bioorganic chemistry...
  3. ncbi request reprint From the design of a chiral Lewis acid catalyst to metal-catalyzed coupling reactions
    Gregory C Fu
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Org Chem 69:3245-9. 2004
    ..In this perspective, I describe my group's nonobvious path from an interest in chiral Lewis acid catalysis to a project focused on the development of new palladium and nickel catalysts for carbon-carbon bond-forming reactions...
  4. ncbi request reprint Applications of planar-chiral heterocycles as ligands in asymmetric catalysis
    Gregory C Fu
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Acc Chem Res 39:853-60. 2006
    ..Thus, planar-chiral heterocycles furnish high enantioselectivity in a variety of processes, including isomerizations of allylic alcohols, O-H insertions, and 1,3-dipolar cycloadditions...
  5. ncbi request reprint A versatile method for Suzuki cross-coupling reactions of nitrogen heterocycles
    Noriaki Kudo
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 45:1282-4. 2006
  6. ncbi request reprint Ligands for palladium-catalyzed cross-couplings of alkyl halides: use of an alkyldiaminophosphane expands the scope of the Stille reaction
    Haifeng Tang
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 42:5079-82. 2003
  7. doi request reprint Nickel-catalyzed asymmetric negishi cross-couplings of secondary allylic chlorides with alkylzincs
    Sunghee Son
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:2756-7. 2008
    ..The method has been applied in two key steps of a formal total synthesis of fluvirucinine A1...
  8. ncbi request reprint Nickel-catalyzed cross-couplings of organosilicon reagents with unactivated secondary alkyl bromides
    David A Powell
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 126:7788-9. 2004
    ..Noteworthy attributes of the method are its scope (secondary electrophiles), its high functional-group compatibility, and the air stability of the catalyst components...
  9. pmc Enantioselective alkenylation via nickel-catalyzed cross-coupling with organozirconium reagents
    Sha Lou
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:5010-1. 2010
    ....
  10. doi request reprint Catalytic asymmetric Hiyama cross-couplings of racemic alpha-bromo esters
    Xing Dai
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:3302-3. 2008
  11. ncbi request reprint Intramolecular Heck reactions of unactivated alkyl halides
    Luke Firmansjah
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 129:11340-1. 2007
  12. ncbi request reprint Asymmetric nickel-catalyzed Negishi cross-couplings of secondary alpha-bromo amides with organozinc reagents
    Christian Fischer
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    J Am Chem Soc 127:4594-5. 2005
    ..The process tolerates a variety of functional groups and affords the desired product in good yield and in high enantiomeric excess...
  13. ncbi request reprint Boronic acids: new coupling partners in room-temperature Suzuki reactions of alkyl bromides. Crystallographic characterization of an oxidative-addition adduct generated under remarkably mild conditions
    Jan H Kirchhoff
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 124:13662-3. 2002
    ..The resulting adduct is sufficiently stable toward beta-hydride elimination that it can be structurally characterized, and it is a chemically competent intermediate in the cross-coupling process...
  14. ncbi request reprint Synthesis of functionalized cyclopentenes through catalytic asymmetric [3+2] cycloadditions of allenes with enones
    Jonathan E Wilson
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 45:1426-9. 2006
  15. ncbi request reprint Suzuki cross-couplings of unactivated secondary alkyl bromides and iodides
    Jianrong Zhou
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 126:1340-1. 2004
    ..The ability to couple readily available, easy-to-handle boronic acids is an attractive feature of this catalyst system...
  16. ncbi request reprint Asymmetric synthesis of highly substituted beta-lactones by nucleophile-catalyzed [2+2] cycloadditions of disubstituted ketenes with aldehydes
    Jonathan E Wilson
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 43:6358-60. 2004
  17. ncbi request reprint Catalytic asymmetric Staudinger reactions to form beta-lactams: an unanticipated dependence of diastereoselectivity on the choice of the nitrogen substituent
    Elaine C Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 127:11586-7. 2005
    ..Along with serving as interesting targets in their own right, N-triflyl beta-lactams readily react with nucleophiles to generate useful families of compounds, such as gamma-amino alcohols and beta-amino acids...
  18. pmc Umpolung of Michael acceptors catalyzed by N-heterocyclic carbenes
    Christian Fischer
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 128:1472-3. 2006
    ..In this process, the nucleophilic catalyst transiently transforms the normally electrophilic beta carbon into a nucleophilic site through an unanticipated addition-tautomerization sequence...
  19. ncbi request reprint Room-temperature Stille cross-couplings of alkenyltin reagents and functionalized alkyl bromides that possess beta hydrogens
    Karsten Menzel
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA
    J Am Chem Soc 125:3718-9. 2003
    ..The structure of the phosphine (P(t-Bu)2Me) is well suited for facilitating oxidative addition and avoiding beta-hydride elimination, while the fluoride serves to activate the tin reagent for efficient transmetalation...
  20. ncbi request reprint Pd/P(t-Bu)(3): a mild and general catalyst for Stille reactions of aryl chlorides and aryl bromides
    Adam F Littke
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 124:6343-8. 2002
    ..Pd/P(t-Bu)(3) also functions as an active catalyst for Stille reactions of aryl bromides, furnishing the first general method for room-temperature cross-couplings...
  21. pmc Phosphine-catalyzed formation of carbon-sulfur bonds: catalytic asymmetric synthesis of gamma-thioesters
    Jianwei Sun
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:4568-9. 2010
    ..The phosphine catalyst of choice, TangPhos, had previously only been employed as a chiral ligand for transition metals, not as an efficient enantioselective nucleophilic catalyst...
  22. ncbi request reprint Palladium-catalyzed coupling reactions of aryl chlorides
    Adam F Littke
    Massachusetts Institute of Technology, Department of Chemistry, 77 Massachusetts Avenue, Room 18 411, Cambridge 02139 4307, USA
    Angew Chem Int Ed Engl 41:4176-211. 2002
    ..This review summarizes both the seminal early work and the exciting recent developments in the area of palladium-catalyzed couplings of aryl chlorides...
  23. pmc Catalytic asymmetric cycloaddition of ketenes and nitroso compounds: enantioselective synthesis of alpha-hydroxycarboxylic acid derivatives
    Maximilian Dochnahl
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 48:2391-3. 2009
    ..In addition to serving as potentially bioactive target molecules, the products can be transformed into other important classes of compounds, such as alpha-hydroxycarboxylic acid derivatives...
  24. ncbi request reprint Amino alcohols as ligands for nickel-catalyzed suzuki reactions of unactivated alkyl halides, including secondary alkyl chlorides, with arylboronic acids
    Francisco González-Bobes
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 128:5360-1. 2006
    ..In view of the remarkable diversity of amino alcohols that are readily accessible, this discovery may open the door to the rapid development of versatile catalysts for a wide range of cross-coupling processes...
  25. pmc Phosphine-catalyzed enantioselective synthesis of oxygen heterocycles
    Ying Kit Chung
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 48:2225-7. 2009
    ..This method provides a new approach to the enantioselective synthesis of tetrahydrofurans, tetrahydropyrans, and dihydrobenzopyrans...
  26. ncbi request reprint Cross-couplings of unactivated secondary alkyl halides: room-temperature nickel-catalyzed Negishi reactions of alkyl bromides and iodides
    Jianrong Steve Zhou
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    J Am Chem Soc 125:14726-7. 2003
    ..This communication describes a simple catalyst system-Ni(cod)2/s-Bu-Pybox-that achieves room-temperature Negishi reactions of an array of functionalized primary and secondary alkyl bromides and iodides...
  27. ncbi request reprint A new copper-catalyzed [3 + 2] cycloaddition: enantioselective coupling of terminal alkynes with azomethine imines to generate five-membered nitrogen heterocycles
    Ryo Shintani
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 125:10778-9. 2003
    ..Through the use of a chiral phosphaferrocene-oxazoline ligand, a wide range of substrates can be coupled to generate useful heterocycles in very good enantiomeric excess...
  28. doi request reprint Enantioselective alkyl-alkyl Suzuki cross-couplings of unactivated homobenzylic halides
    Bunnai Saito
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:6694-5. 2008
    ..To the best of our knowledge, there are no previous examples of enantioselective Suzuki couplings of alkyl electrophiles (activated or unactivated). Both of the catalyst components are commercially available...
  29. ncbi request reprint Enantioselective synthesis of protected amines by the catalytic asymmetric addition of hydrazoic acid to ketenes
    Xing Dai
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Angew Chem Int Ed Engl 46:4367-9. 2007
  30. pmc Nickel/bis(oxazoline)-catalyzed asymmetric Kumada reactions of alkyl electrophiles: cross-couplings of racemic alpha-bromoketones
    Sha Lou
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:1264-6. 2010
    ..Third, readily available bis(oxazolines) are shown for the first time to be effective ligands for cross-couplings of alkyl electrophiles, thereby opening the door to new opportunities in asymmetric catalysis...
  31. pmc Kinetic resolutions of indolines by a nonenzymatic acylation catalyst
    Forrest O Arp
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 128:14264-5. 2006
    ..This work provides a rare example of a nonenzyme-based acylation catalyst for the kinetic resolution of amines...
  32. ncbi request reprint Catalytic asymmetric synthesis of tertiary alkyl chlorides
    Elaine C Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 46:977-9. 2007
  33. pmc Alkyl-alkyl suzuki cross-couplings of unactivated secondary alkyl halides at room temperature
    Bunnai Saito
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 129:9602-3. 2007
  34. pmc Nickel-catalyzed asymmetric cross-couplings of racemic propargylic halides with arylzinc reagents
    Sean W Smith
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:12645-7. 2008
    ..From a practical point of view, it is noteworthy that the catalyst components (NiCl2.glyme and pybox ligand 1) are commercially available...
  35. ncbi request reprint Hiyama reactions of activated and unactivated secondary alkyl halides catalyzed by a nickel/norephedrine complex
    Neil A Strotman
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 46:3556-8. 2007
  36. ncbi request reprint Catalytic enantioselective synthesis of beta-lactams: intramolecular Kinugasa reactions and interception of an intermediate in the reaction cascade
    Ryo Shintani
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 42:4082-5. 2003
  37. ncbi request reprint Room-temperature Hiyama cross-couplings of arylsilanes with alkyl bromides and iodides
    Jae Young Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 125:5616-7. 2003
    ..The first method for achieving Hiyama couplings of unactivated alkyl bromides and iodides is reported. The desired carbon-carbon bond formation proceeds under mild conditions (room temperature) with good functional-group tolerance...
  38. ncbi request reprint Toward an improved understanding of the unusual reactivity of Pd0/trialkylphosphane catalysts in cross-couplings of alkyl electrophiles: quantifying the factors that determine the rate of oxidative addition
    Ivory D Hills
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 42:5749-52. 2003
  39. ncbi request reprint Elucidating reactivity differences in palladium-catalyzed coupling processes: the chemistry of palladium hydrides
    Ivory D Hills
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 126:13178-9. 2004
    ....
  40. ncbi request reprint Palladium-catalyzed negishi cross-coupling reactions of unactivated alkyl iodides, bromides, chlorides, and tosylates
    Jianrong Zhou
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 125:12527-30. 2003
    ..The process is compatible with a variety of functional groups, including esters, amides, imides, nitriles, and heterocycles...
  41. ncbi request reprint Copper-catalyzed asymmetric N-H insertion reactions: couplings of diazo compounds with carbamates to generate alpha-amino acids
    Elaine C Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 129:12066-7. 2007
  42. ncbi request reprint Suzuki cross-couplings of alkyl tosylates that possess beta hydrogen atoms: synthetic and mechanistic studies
    Matthew R Netherton
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 41:3910-2. 2002
  43. ncbi request reprint Enantioselective addition of amines to ketenes catalyzed by a planar-chiral derivative of PPY: possible intervention of chiral Brønsted-acid catalysis
    Brian L Hodous
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA
    J Am Chem Soc 124:10006-7. 2002
    ..On the basis of mechanistic studies, it is suggested that the planar-chiral catalyst plays an unanticipated role in this process as a chiral Brønsted acid...
  44. ncbi request reprint Catalytic enantioselective Negishi reactions of racemic secondary benzylic halides
    Forrest O Arp
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 127:10482-3. 2005
    ..The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist)...
  45. ncbi request reprint Catalytic enantioselective synthesis of quaternary stereocenters via intermolecular C-acylation of silyl ketene acetals: dual activation of the electrophile and the nucleophile
    Ara H Mermerian
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 125:4050-1. 2003
    ..Mechanistic studies support the hypothesis that the reaction involves activation both of the silyl ketene acetal (generation of an enolate) and of the anhydride (formation of an acylpyridinium ion)...
  46. ncbi request reprint Cu(I)/bis(azaferrocene)-catalyzed enantioselective synthesis of beta-lactams via couplings of alkynes with nitrones
    Michael M C Lo
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 124:4572-3. 2002
    ..Appealing attributes of this process include the ready availability of the starting materials, the functional-group tolerance of the reaction, and the convergency of the approach...
  47. ncbi request reprint Enantioselective Staudinger synthesis of beta-lactams catalyzed by a planar-chiral nucleophile
    Brian L Hodous
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 124:1578-9. 2002
    ....
  48. pmc Catalytic enantioselective O-H insertion reactions
    Thomas C Maier
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 128:4594-5. 2006
    ..Specifically, a copper/bisazaferrocene catalyst couples alcohols such as 2-trimethylsilylethanol with alpha-aryl-alpha-diazo esters in high yield and good ee...
  49. pmc Asymmetric alkyl-alkyl cross-couplings of unactivated secondary alkyl electrophiles: stereoconvergent Suzuki reactions of racemic acylated halohydrins
    Nathan A Owston
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:11908-9. 2010
    ..A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components...
  50. ncbi request reprint Nucleophile-catalyzed asymmetric acylations of silyl ketene imines: application to the enantioselective synthesis of verapamil
    Ara H Mermerian
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 44:949-52. 2005
  51. ncbi request reprint Stille cross-couplings of unactivated secondary alkyl halides using monoorganotin reagents
    David A Powell
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 127:510-1. 2005
    ..The method employs easily handled and inexpensive catalyst components (NiCl2 and 2,2'-bipyridine) and, through the use of monoorganotin reagents, avoids the formation of toxic and difficult-to-remove triorganotin side products...
  52. ncbi request reprint Catalytic enantioselective construction of all-carbon quaternary stereocenters: synthetic and mechanistic studies of the C-acylation of silyl ketene acetals
    Ara H Mermerian
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 127:5604-7. 2005
    ..Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride --> acylpyridinium) and the nucleophile (silyl ketene acetal --> enolate)...
  53. ncbi request reprint Catalytic asymmetric couplings of ketenes with aldehydes to generate enol esters
    Carsten Schaefer
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 44:4606-8. 2005
  54. pmc Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans
    Sunghee Son
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 129:1046-7. 2007
  55. ncbi request reprint Catalytic asymmetric synthesis of esters from ketenes
    Sheryl L Wiskur
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 127:6176-7. 2005
    ..The product aryl esters can be converted into useful derivatives, such as enantioenriched alcohols and carboxylic acids...
  56. pmc Asymmetric Suzuki cross-couplings of activated secondary alkyl electrophiles: arylations of racemic alpha-chloroamides
    Pamela M Lundin
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:11027-9. 2010
    ....
  57. pmc Asymmetric carbon-carbon bond formation gamma to a carbonyl group: phosphine-catalyzed addition of nitromethane to allenes
    Sean W Smith
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 131:14231-3. 2009
    ..This strategy provides an attractive method for the catalytic asymmetric gamma functionalization of carbonyl (and related) compounds...
  58. ncbi request reprint The first applications of carbene ligands in cross-couplings of alkyl electrophiles: sonogashira reactions of unactivated alkyl bromides and iodides
    Matthias Eckhardt
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 125:13642-3. 2003
    ....
  59. pmc Enantioselective nucleophilic catalysis: the synthesis of aza-beta-lactams through [2+2] cycloadditions of ketenes with azo compounds
    Jacob M Berlin
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Angew Chem Int Ed Engl 47:7048-50. 2008

Research Grants31

  1. Asymmetric Nucleophilic Catalysis
    Gregory C Fu; Fiscal Year: 2010
    ..This proposal is directed at addressing both of these challenges. ..
  2. Asymmetric Catalysis by Transition Metals
    GREGORY FU; Fiscal Year: 2006
    ..the application of these new ligands to the development of highly enantioselective transition metal-catalyzed reactions. ..
  3. DEVELOPMENT OF ENANTIOSELECTIVE NUCLEOPHILIC CATALYSTS
    GREGORY FU; Fiscal Year: 2006
    ..and (2) the development of enantioselective processes catalyzed by these planar-chiral catalysts. It is anticipated that useful new methods for stereoselective organic synthesis will emerge from this investigation. ..
  4. Asymmetric Nucleophilic Catalysis
    GREGORY FU; Fiscal Year: 2007
    ..Enantioselective catalysis, the focus of this research program, is a particularly attractive strategy for achieving this objective. ..
  5. Asymmetric Nucleophilic Catalysis
    GREGORY FU; Fiscal Year: 2009
    ..Enantioselective catalysis, the focus of this research program, is a particularly attractive strategy for achieving this objective. ..
  6. Asymmetric Nucleophilic Catalysis
    Gregory C Fu; Fiscal Year: 2010
    ..This proposal is directed at addressing both of these challenges. ..
  7. Palladium- and Nickel-Catalyzed C-C Bond Formation
    GREGORY FU; Fiscal Year: 2009
    ..Mechanistic studies will play an important role in this project, since an improved understanding of metal-based reactivity should greatly facilitate catalyst development. ..
  8. DEVELOPMENT OF ENANTIOSELECTIVE NUCLEOPHILIC CATALYSTS
    GREGORY FU; Fiscal Year: 2001
    ..It is anticipated that useful new methods for stereoselective organic synthesis will emerge from this investigation. ..
  9. Versatile Methods for Palladium-Catalyzed Couplings
    GREGORY FU; Fiscal Year: 2004
    ....