Efficient enantioselective synthesis of trisubstituted γ-lactam <i>via</i> the Michael addition reaction of 2,3-dioxopyrrolidine with indole in aqueous media-Reference-Cited by-同舟云学术

Efficient enantioselective synthesis of trisubstituted γ-lactam via the Michael addition reaction of 2,3-dioxopyrrolidine with indole in aqueous media

Published:2022 Issue:28 Volume:20 Page:5510-5514
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Mansaray John Kamanda¹,Huang Yekai¹,Li Kuiliang¹,Sun Xiang¹,Zha Zhenggen¹^ORCID,Wang Zhiyong¹^ORCID

Affiliation:

1. Hefei National Research Center for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry & Center for Excellence in Molecular Synthesis of Chinese Academy of Sciences, School of Chemistry and Materials Science in University of Science and Technology of China, Hefei, Anhui 230026, P. R. China

Abstract

An enantioselective Michael addition was developed in aqueous media. Various trisubstituted γ-lactam derivatives can be obtained with high yields and excellent ee values. The proposed mechanism was supported by control experiments, XPS and DFT calculation.

Funder

National Natural Science Foundation of China

Chinese Academy of Sciences

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB00959E

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