NATURAL PRODUCTS VIA REETZ CHEMISTRY SYNTHESIS OF (±)-CUPARENE

Abstract

A concise synthesis of (±)-cuparene via Grignard, trimethylaluminum and dimethyltitanium dichloride (Reetz Alkylation) reactions to form the quaternary centers of (±)-cuparene is reported.

ACKNOWLEDGMENTS

Support by way of a Bristol-Myers Squibb Award of Research Corporation is gratefully acknowledged. Paul Schupf and the National Science Foundation are acknowledged for their support of the Colby Chemistry Computational Facilities. The Camille and Henry Dreyfus Foundation, and Glaxo-Wellcome Foundation are also acknowledged for their support. Dr. Joe Sears, Montana State University Mass Spectrometry facility, Bozeman, MT, supplied HRMS data. We also acknowledge the continued support of the Science Division of Colby College. S.V.S and B.L.J acknowledge support from the general research fund of the University of Maine.