Attempted Synthesis of Casbene by Intramolecular Cyclopropanation

Date

2002-11-14

Authors

Doyle, Michael
Yan, Ming

Journal Title

Journal ISSN

Volume Title

Publisher

ARKAT USA

Abstract

The antifungal diterpene casbene has been prepared in low yield by intramolecular cyclopropanation of the vinyldiazomethane reactant formed from geranylgeraniol. Careful analysis of the reaction mixture revealed relatively unselective addition catalyzed by dirhodium(II) and copper(I) catalysts.

Description

Keywords

Dirhodium(II) catalysis, vinyldiazomethane, copper(I) catalysis, diterpene, macro-cyclization

Citation

https://doi.org/10.3998/ark.5550190.0003.818

Department

Chemistry