Total Synthesis of Paralemnolide A

Org Lett. 2017 Nov 3;19(21):5996-5999. doi: 10.1021/acs.orglett.7b03038.

Abstract

The first total synthesis of tricyclic bisnorsesquiterpene paralemnolide A, isolated from the soft coral Paralemnalia thyrsoides, was achieved. This synthesis features the lactonization of the cyclohexene derivative having a tert-butyl ester via stereoselective epoxidation followed by treatment with a Brønsted acid and construction of the novel tricyclic skeleton by an intramolecular Reformatsky-Honda reaction.

Publication types

  • Research Support, Non-U.S. Gov't