Convergent Asymmetric Disproportionation Reactions: Metal/Br酶nsted Acid Relay Catalysis for Enantioselective Reduction of Quinoxalines
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- 作者：Qing-An Chen ; Duo-Sheng Wang ; Yong-Gui Zhou ; Ying Duan ; Hong-Jun Fan ; Yan Yang ; Zhang Zhang
- 刊名：Journal of the American Chemical Society
- 出版年：2011
- 出版时间：April 27, 2011
- 年：2011
- 卷：133
- 期：16
- 页码：6126-6129
- 全文大小：849K
- 年卷期：v.133,no.16(April 27, 2011)
- ISSN：1520-5126
文摘
A convergent asymmetric disproportionation of dihydroquinoxalines for the synthesis of chiral tetrahydroquinoxalines using a metal/Br酶nsted acid relay catalysis system has been developed. The use of hydrogen gas as the reductant makes the convergent disproportionation an ideal atom-economical process. A dramatic reversal of enantioselectivity was observed in the reduction of quinoxalines because of the different steric demands in the 1,2- and 1,4-hydride transfer pathways.