The first stereoselective synthesis of dendrodolide A

Abstract The first stereoselective total synthesis of natural product, dendrodolide A ( 1 ) is described from readily available ( R )-propylene oxide and 3-buten-1-ol as starting materials. The synthesis was achieved in 10 steps with an overall yield of 19.1%. The key steps involved in the synthesis are Jacobsen hydrolytic kinetic resolution, epoxide ring opening with 2-allyl-1, 3-dithiane, Yamaguchi esterification, and ring-closing metathesis (RCM).