Open AccessDesymmetrisation of Dienylsilanes. Stereoselective Access to Cyclitols and Carba-Sugars
Author(s) -
Yannick Landais
Publication year - 1998
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.1998.104
Subject(s) - dihydroxylation , enantioselective synthesis , stereoselectivity , scope (computer science) , chemistry , stereochemistry , organic chemistry , computer science , catalysis , programming language
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.