Alternative Construction of the Core of Lindenane Sesquiterpenoid

Abstract

Comprehensive SummaryAlternative synthetic routes toward the tricyclic core of lindenane sesquiterpenoid are presented herein. The route A features an asymmetric organocatalysis enabling desymmetric silylation of diol to establish the desired tertiary alcohol, while the route B consists of an acetate ring opening of chiral epoxy moiety. The common intermediate (16) in both routes can give rise to the core of lindenane sesquiterpenoid via an intramolecular cyclopropanation.