Total synthesis of (+)-synargentolide A

Abstract

The highly stereoselective total synthesis of polyacetate α,β-unsaturated δ-lactone natural product (+)-synargentolide A has been accomplished from inexpensive d-1,5-gluconolactone. Key reactions involved in the synthesis are hydroboration, Wittig olefination, Brown’s asymmetric allylation, and a ring closing metathesis reaction.