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
View Original
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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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-phenylpropanoic acid
CAS Number:
1217663-60-9
Molecular Formula:
C24H21NO4
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