Total Synthesis of (-)-Carinatine A and (+)-Lycopladine A

J Org Chem. 2016 Sep 2;81(17):7784-9. doi: 10.1021/acs.joc.6b01435. Epub 2016 Aug 10.

Abstract

An efficient synthesis of two Lycopodium alkaloids, (-)-carinatine A and (+)-lycopladine A, is achieved in eight steps. The synthesis features an intramolecular aldol reaction for assembling the 6,5-fused ring system, a subsequent Tsuji-Trost allylation for generating a quarternary carbon center, and a 6π-electrocyclization to form the pyridine ring.

Publication types

  • Research Support, Non-U.S. Gov't