Stereoselective epoxidations of vinylogous esters/carbonates directed by the 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl auxiliary: a route to near stereopure tertiary alcohols bearing functional arms

Abstract

The 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl auxiliary is effective in directing the epoxidation of vinylogous esters/carbonates with dimethyldioxirane; the derived epoxides are convertible into a versatile class of 1,2,3-trifunctional chirons.

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