Catalytic enantioselective synthesis of indolizino[8,7-b]indole alkaloid derivatives based on the tandem reaction of tertiary enamides

Literature Information

Publication Date 2020-12-10
DOI 10.1039/D0QO01147A
Impact Factor 5.281
Authors

Xin-Ming Xu, Ming Xie, Jiazhu Li, Mei-Xiang Wang


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Abstract

An exquisite catalytic asymmetric tandem reaction of tertiary enamides catalyzed by a chiral Diph-Pybox/Cu(OTf)2 complex was developed. The method, which comprised an enantioselective intramolecular addition of tertiary enamides to ketonic carbonyls followed by the diastereoselective interception of acyliminium by a tethered indole moiety, enables the expeditious synthesis of indolizino[8,7-b]indole derivatives with high yields, and excellent enantioselectivity and diastereoselectivity.

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