An organocatalytic enantioselective ring-reorganization domino sequence of methyleneindolinones with 2-aminomalonates

Literature Information

Publication Date 2020-12-17
DOI 10.1039/D0QO01364A
Impact Factor 5.281
Authors

Zhen-Zhen Xie, Lan Zheng, Zhi-Peng Ye, Zhi-Xiong Deng, Qing-Lan Zhao, Jun-An Xiao, Kai Chen, Hao-Yue Xiang, Xiao-Qing Chen, Hua Yang


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Abstract

An organocatalytic enantioselective ring-reorganization domino sequence (Michael addition/intramolecular ring-opening/lactamization) of methyleneindolinones with 2-aminomalonates has been established in this work. As a result, pyrrolo[3,4-c]quinolinones bearing two to three contiguous chiral centers were efficiently assembled in high yields (up to 92%) with excellent diastereoselectivities (>20 : 1 dr) and enantioselectivities (up to >99% ee).

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Inside front cover

Cover

DOI: 10.1039/C4BM90036G

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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

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