A Dual Lewis Base Activation Strategy for Enantioselective Carbene-Catalyzed Annulations

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• 作者：Javier Izquierdo ; Ane Orue ; Karl A. Scheidt
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：July 24, 2013
• 年：2013
• 卷：135
• 期：29
• 页码：10634-10637
• 全文大小：313K
• 年卷期：v.135,no.29(July 24, 2013)
• ISSN：1520-5126

文摘

A dual activation strategy integrating N-heterocyclic carbene (NHC) catalysis and a second Lewis base has been developed. NHC-bound homoenolate equivalents derived from 伪,尾-unsaturated aldehydes combine with transient reactive o-quinone methides in an enantioselective formal [4 + 3] fashion to access 2-benzoxopinones. The overall approach provides a general blueprint for the integration of carbene catalysis with additional Lewis base activation modes.