Total synthesis of thioamycolamide A using diastereoselective sulfa-Michael addition as the key step

Abstract

The stereocontrolled total synthesis of the antitumor natural product thioamycolamide A has been accomplished in 14 longest linear steps and an overall yield of 19.1%. The central feature of our convergent route to this family of novel macrocyclic natural products is the preparation of the beta-alkylthio amide subunit through an auxiliary-controlled, diastereoselective sulfa-Michael addition.