O- and C-acylation of some carbohydrate enolates

Raymond Tsang, Bert Fraser‐Reid

Journal of the Chemical Society Chemical Communications · 1984 · 16 citations · 0 references

Concepts

Abstract

The enolate derived from methyl 4,6-O-benzylidene-2-deoxy-α-D-erythro-hexopyranosid-3-ulose undergoes O-acylation exclusively with a variety of reagents, whereas C-acylation is successful only with the corresponding C-glycosyl derivatives.