A Brønsted Acid‐Catalyzed Michael Addition/Cyclization Sequence for the Diastereoselective Assembly of Chroman‐Bridged Polycyclic Isoindolinones | Zendy

Jin Shaojing | Zendy; Guo Jia | Zendy; Fang Dongmei | Zendy; Huang Yongwei | Zendy; Wang Qilin | Zendy; Bu Zhanwei | Zendy

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A Brønsted Acid‐Catalyzed Michael Addition/Cyclization Sequence for the Diastereoselective Assembly of Chroman‐Bridged Polycyclic Isoindolinones

Author(s) -

Jin Shaojing,

Guo Jia,

Fang Dongmei,

Huang Yongwei,

Wang Qilin,

Bu Zhanwei

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201801227

Subject(s) - chemistry , michael reaction , catalysis , carboxylate , combinatorial chemistry , sequence (biology) , brønsted–lowry acid–base theory , organocatalysis , stereochemistry , organic chemistry , enantioselective synthesis , biochemistry

The first p ‐TSA‐catalyzed highly diastereoselective Michael addition/cyclization of 3‐carboxylate‐substituted isoindolinones and ortho ‐hydroxychalcones was developed to access a wide range of chroman‐bridged polycyclic isoindolinones. This reaction represents a novel and efficient method for the construction of complex bridged polycyclic isoindolinones. Moreover, several derivatizations were carried out to further highlight the synthetic value of this protocol.

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