Enantioselective Synthesis of (+)-Majusculone

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J. Org. Chem., 72 (11), 4098 -4101, 2007. 10.1021/jo070257g S0022-3263(07)00257-5
Web Release Date: April 21, 2007

Enantioselective Synthesis of (+)-Majusculone

Douglass F. Taber,* M. Inthikhab Sikkander, and Pierre H. Storck

Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716

taberdf@udel.edu

Received February 6, 2007

Abstract:

The first enantioselective synthesis of a chamigrane sesquiterpene, (+)-majusculone, has been completed. The quaternary center was generated asymmetrically by alkylidene carbene insertion, with retention of absolute configuration, from a diastereomerically pure ketal.

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