Brønsted Base/Lewis Acid Cooperative Catalysis in the Enantioselective Conia-Ene Reaction
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- 作者：Ting Yang ; Alessandro Ferrali ; Filippo Sladojevich ; Leonie Campbell ; Darren J. Dixon
- 刊名：Journal of the American Chemical Society
- 出版年：2009
- 出版时间：July 8, 2009
- 年：2009
- 卷：131
- 期：26
- 页码：9140-9141
- 全文大小：157K
- 年卷期：v.131,no.26(July 8, 2009)
- ISSN：1520-5126
文摘
A mutually compatible and cooperative combination of copper(I) triflate and bifunctional 9-amino-9-deoxyepicinchona-derived urea compounds for the enantioselective Conia-ene cyclization of alkyne-tethered β-ketoester substrates is reported. The reaction is efficient, broad in scope, and easy to perform and allows access to chiral methylenecyclopentane products with high enantiocontrol. The transformation illustrates the concept of combining inactive precatalysts with inactive transition-metal-ion complexes in situ to reversibly create a catalytically active combination of the two.