Research Topics
| Bruno LinclauSummaryAffiliation: University of Southampton Country: UK Publications
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Detail Information
Publications
Stereoarrays with an all-carbon quaternary center: diastereoselective desymmetrization of prochiral malonaldehydesBruno Linclau
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ UK
Angew Chem Int Ed Engl 51:1232-5. 2012..In the same pot, addition of a second nucleophile proceeds in high diastereoselectivity to generate nonsymmetric products with up to five contiguous stereogenic centers, including a chiral all-carbon quaternary center...
Enantioselective synthesis of tetrafluorinated ribose and fructoseBruno Linclau
School of Chemistry, University of Southampton, Highfield, Southampton, UK
Org Biomol Chem 7:803-14. 2009..A perfluoroalkylidene lithium mediated cyclisation approach for the enantioselective synthesis of a tetrafluorinated aldose (ribose) and of a tetrafluorinated ketose (fructose), both in the furanose and in the pyranose form, is described...- Enantioselective synthesis and selective monofunctionalization of (4R,6R)-4,6- dihydroxy-2,8-dioxabicyclo[3.3.0]octaneBruno Linclau
University of Southampton, School of Chemistry, Highfield, Southampton SO17 1BJ, U K
Org Lett 8:5821-4. 2006..An efficient, enantioselective synthesis of a disubstituted bis-THF scaffold 5 is described, as well as an efficient differentiation of the 1,3-diol unit. [reaction: see text].. - The conformation of tetrafluorinated methyl galactoside anomers: crystallographic and NMR studiesBruno Linclau
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United Kingdom
Carbohydr Res 346:1129-39. 2011..There is one close OH⋯F contact, which is likely to arise from the crystal packing. NMR studies show that the two anomers also adopt a (4)C(1) conformation in solution (D(2)O, CDCl(3))... - Microwave-assisted ester formation using O-alkylisoureas: a convenient method for the synthesis of esters with inversion of configurationAlessandra Chighine
School of Chemistry, University of Edinburgh, Joseph Black Building, West Mains Road, Edinburgh EH9 3JJ, United Kingdom
J Org Chem 74:4753-62. 2009.... - A stereoselective cyclization to carbafuranose derivatives starting from 1,4-bis-epoxidesLeo M H Leung
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United Kingdom
Org Lett 7:5183-6. 2005.... - A linchpin carbacyclization approach for the synthesis of carbanucleosidesLeo M H Leung
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
J Org Chem 73:9197-206. 2008..Both methods relied on Mitsunobu chemistry, and the first example of the Mukaiyama modification of the Mitsunobu reaction involving nucleobases as nucleophiles is reported... - A practical synthesis of a high-loading solid-supported IBX amide for the oxidation of alcoholsPatrick Lecarpentier
Combinatorial Centre of Excellence, School of Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ, UK
Mol Divers 9:341-51. 2005..Oxidation of a range of alcohols to the corresponding carbonyl compounds proved very straightforward using 1.2 equiv of the resin. Recycling of the resin was also possible with minimal loss of activity after two reoxidations... - Enantioselective synthesis of tetrafluoroethylene-containing monosaccharidesA James Boydell
Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
Angew Chem Int Ed Engl 43:5677-9. 2004 - A novel, versatile D-->BCD steroid construction strategy, illustrated by the enantioselective total synthesis of estroneVincent Foucher
University of Southampton, School of Chemistry, Highfield, Southampton SO17 1BJ, United Kingdom
Org Lett 12:680-3. 2010..The method is illustrated by the total synthesis of estrone via a C-ring closing metathesis and a B-ring Heck cyclization... - Enantioselective synthesis of tetrafluorinated glucose and galactoseRoxana S Timofte
University of Southampton, School of Chemistry, Highfield, Southampton SO17 1BJ
Org Lett 10:3673-6. 2008.... - Short synthesis of enantiopure C2-symmetric 1,2:4,5-diepoxypentane and "pseudo"-C2-symmetric 3-azido-1,2:4,5-diepoxypentane from arabitolA James Boydell
Department of Chemistry, Southampton University, Highfield, Southampton SO17 1BJ, UK
J Org Chem 68:8252-5. 2003..Both enantiomers of 1 and 4 are accessible, and all reactions involved are easily amenable for large-scale synthesis... 
Synthesis and crystallographic analysis of meso-2,3-difluoro-1,4-butanediol and meso-1,4-dibenzyloxy-2,3-difluorobutaneBruno Linclau
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
Beilstein J Org Chem 6:62. 2010..Monosilylation of the diol is high-yielding but all attempts to achieve chain extension through addition of alkyl Grignard and acetylide nucleophiles failed...- Microwaves, supported-reagents and parallel synthesis: isocyanide and ester synthesisStefano Crosignani
Combinatorial Centre of Excellence, Department of Chemistry, University of Southampton, Highfield, Southampton, UK
Mol Divers 7:203-10. 2003..Not only were reaction times dramatically reduced but the transformations were less prone to side reactions and decomposition... - Synthesis and in vivo evaluation of 4-deoxy-4,4-difluoro-KRN7000Leo Leung
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
Org Lett 10:4433-6. 2008..The biological evaluation reveals a bias toward Th1 cytokine induction upon Natural Killer T cell activation...