Bruno Linclau

Publications (40) View all

• Dataset: NIHMS211089-supplement-1 si 001

  Matthias Trappeniers, René Chofor, Sandrine Aspeslagh, Yali Li, Bruno Linclau, Dirk M Zajonc, Dirk Elewaut, Serge Van Calenbergh
• Dataset: NIHMS343911-supplement-Supplementary Information

  Nora Pauwels, Sandrine Aspeslagh, Gerd Vanhoenacker, Koen Sandra, Esther D Yu, Dirk M Zajonc, Dirk Elewaut, Bruno Linclau, Serge Van Calenbergh
• Article: An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols.

  Jérôme Graton, Zhong Wang, Anne-Marie Brossard, Daniela Gonçalves Monteiro, Jean-Yves Le Questel, Bruno Linclau
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  ABSTRACT: Rewriting the rules as fluorination does not always increase hydrogen-bond acidity: while the strongly electron-withdrawing fluorine significantly enhances alcohol H-bond acidity in anti-vicinal fluorohydrins, an intramolecular F⋅⋅⋅HO interaction overrules completely the inductive effect. This leads to an overall decrease in alcohol H-bond acidity, compared to the corresponding nonfluorinated alcohol.
  Angewandte Chemie International Edition 05/2012; 51(25):6176-80. · 13.45 Impact Factor
• Article: Stereoarrays with an all-carbon quaternary center: diastereoselective desymmetrization of prochiral malonaldehydes.

  Bruno Linclau, Elena Cini, Catherine S Oakes, Solen Josse, Mark Light, Victoria Ironmonger
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  ABSTRACT: Tamed by chelation: The MgBr(2) chelation of prochiral malonaldehydes allows diastereoselective monoaddition reactions with allyl stannane nucleophiles (see scheme; PG=protecting group, TBDMS=tert-butyldiphenylmethylsilyl, Tr=trityl). 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.
  Angewandte Chemie International Edition 12/2011; 51(5):1232-5. · 13.45 Impact Factor
• Source

  Available from: Dirk M Zajonc

  Article: Divergent synthetic approach to 6''-modified α-GalCer analogues.

  Nora Pauwels, Sandrine Aspeslagh, Gerd Vanhoenacker, Koen Sandra, Esther D Yu, Dirk M Zajonc, Dirk Elewaut, Bruno Linclau, Serge Van Calenbergh
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  ABSTRACT: A synthetic approach is presented for the synthesis of galacturonic acid and D-fucosyl modified KRN7000. The approach allows for late-stage functionalisation of both the sugar 6''-OH and the sphingosine amino groups, which enables convenient synthesis of promising 6''-modified KRN7000 analogues.
  Organic & Biomolecular Chemistry 12/2011; 9(24):8413-21. · 3.70 Impact Factor