Efficient stereoselective synthesis of the epoxyacid fragment of the azinomycins

Article abstract of DOI:10.1016/S0040-4039(97)01322-1

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.