Stereoselective total synthesis of sporiolide B and attempted synthesis of sporiolide A

ABSTRACT

A simple and efficient stereoselective total synthesis of sporiolide B and attempted synthesis of sporiolide A, from epichlorohydrin, using asymmetric synthetic approach is reported. The key reactions involved are Sharpless epoxidation, Jacobsen reaction, syn-allylation, Yamaguchi esterification, and Grubbs ring-closing metatheses reaction to result in the macrocyclic ring system.

GRAPHICAL ABSTRACT

KEYWORDS:

• Ring-closing metathesis
• syn-allylation
• sporiolide A
• sporiolide B
• Yamaguchi esterification