Organic letters

Synthesis of (-)-epibatidine

DA Evans, KA Scheidt, CW Downey

Index: Evans, David A.; Scheidt, Karl A.; Downey, C. Wade Organic Letters, 2001 , vol. 3, # 19 p. 3009 - 3012

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Citation Number: 74

Abstract

The synthesis of (-)-epibatidine has been accomplished utilizing a highly exo-selective asymmetric hetero Diels-Alder reaction. The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement.