Efficient stereoselective synthesis of the epoxyacid fragment of the azinomycins

Abstract

Three concise enantioselective synthetic routes to the C17C21 epoxyacid segment of the azinomycins are presented and were based on a Sharpless asymmetric epoxidation/kinetic resolution of racemic allylic alcohol (±)- 3 that occurred with reversal of the expected sense of enantioselection.