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Facile synthesis of silylated thioglycosides

✍ Scribed by Sudhir Nambiar; John F. Daeuble; Ronald J. Doyle; K. Grant Taylor

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
264 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

The one pot conversion of 1,2,4,6-tetra-O-acetyl-B-D_glucopyranose, 1, into phenyl 2,4,6-tri-0-acetyl-3-0-trialkylsilyl-l-thio-~-~-glucopyranosides, 3, is described. The method is applicable to use with galactopyranosyl-, 2-deoxyglucopyranosyl-, and ribofuranosyl-starting materials.

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Impressive progress has been made in the construction of O-glycosides from 1-thioglycosides [1], and methods have been developed for the preparation of 1-thioglycosides (5-8) from acetylated glycosyl halides (1) (Scheme 1) [2-3], acetylated glycosides (2) [4][5][6][7], and methyl glycosides (3) [8].

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## Abstract For Abstract see ChemInform Abstract in Full Text.