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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