Homoconjugate Addition of Organocuprate to Activated Cyclopropane and Its Application to the Synthesis of (±)-Juvabione

Abstract

The homoconjugate addition of various organocopper reagents to doubly activated cyclopropane (1)was investigated. The otpimized yield (81%) was obtained when using higher-order cyano cuprate in the presence of trimethylsilyl cyanide, and the reaction was applied to synthesize (±)-juvabione intermediate 9.