First Stereoselective Total Synthesis and Biological Evaluation of Amphidinin B and Its Analogues

Abstract

Abstract A highly stereoselective first total synthesis of amphidinin B is described. The key steps involved in this synthesis are the generation of the exo ‐double bond in the C 1 –C 9 segment, the Barbier allylation, enzymatic kinetic resolution, and the construction of the C 10 –C 21 segment by Sharpless asymmetric epoxidation, base‐induced epoxide ring‐opening, radical cyclization, diastereoselective reduction of the exo ‐cyclic double bond, one‐pot allylation followed by debenzylation, Evans alkylation, and Yamaguchi esterification.