A formal synthesis of (+)-(S)-kurasoin B

Abstract

A new diastereoselective synthesis of (S)-1-[(S)-oxiran-2-yl]-2- phenylethanone (10), a key intermediate in the synthesis of kurasoin B (2), has been accomplished in seven steps in an overall yield of 32%. The key synthetic step in the process is the diastereoselective reduction of the ß-keto sulfoxide 6 derived from (S)-phenyllactic acid. © ARKAT USA, Inc.