Scalable, Enantioselective Synthesis of Germacrenes and Related Sesquiterpenes Inspired by Terpene Cyclase Phase Logic

Abstract

Terpene cyclase phase: Inspired by this logic, a scalable and enantioselective divergent synthesis of germacrane-type sesquiterpenes is developed. Salient features of this work include: 1) the direct ring closure of a farnesol derivative to the 10-membered carbocycle 1, and 2) subsequent synthetic operations on 1 to gain access to different bicyclic frameworks such as guaianes, cadinanes, selinanes, and elemenes.