The Journal of Organic Chemistry

An efficient synthesis of anhydroalditols and allylic-glycosides

JA Bennek, GR Gray

Index: Bennek, John A.; Gray, Gary R. Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 892 - 897

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Citation Number: 129

Abstract

Results Reductive Cleavage of Methyl Per-0-(trimethylsily1)-D-glucopyranosides. Methyl 2, 3, 4, 6-tetra-O-(tri-methylsily1)-aD-glucopyranoside (1) and its corresponding@-anomer, methyl 2, 3, 4, 6-tetra-o-(trimethylsilyl)-@-~-glucopyranoside (2), prepared from methyl aD- glucopyranoside (3) and methyl 0-D-glucopyranoside (4), respectively, were separately treated with 5 equiv (per equiv of glycoside) of triethylsilane and 5 equiv of trimethylsilyl ...