CHIMIA (Mar 1998)

Desymmetrisation of Dienylsilanes. Stereoselective Access to Cyclitols and Carba-Sugars

  • Yannick Landais

Journal volume & issue
Vol. 52, no. 3

Abstract

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The diastereo- and enantioselective functionalisation of 1,4-cyclohexadienylsilanes using Sharpless asymmetric dihydroxylation and aminohydroxylation offers a straightforward access to various classes of potent inhibitors of glycosidases. The scope and limitation of this desymmetrisation method is illustrated here with the synthesis of various conduritols, carba-sugars and carba-C-disaccharides.