Preparation of (2R,3S)-1,2-epoxypent-4-en-3-ol, a new chiral building block for the synthesis of (+)-endo- and (–)-exo-brevicomin

Abstract

Asymmetric epoxidation of the divinylcarbinol (7) using L-(+)-diethyl tartrate gave (2R,3S)-1,2-epoxypent-4-en-3-ol (8), which was utilized as a chiral building block in the synthesis of (+)-endo- and (–)-exo-brevicomin.