Asymmetric Michael reaction of 3-homoacyl coumarins with chromone-fused dienes toward enantioenriched coumarin chromone skeletons

Juzhang Yan; Xiurong Zheng; Yangqing Zheng; Ruoting Zhan; Huicai Huang

doi:10.1039/D1OB01200B

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Asymmetric Michael reaction of 3-homoacyl coumarins with chromone-fused dienes toward enantioenriched coumarin chromone skeletons†

Juzhang Yan,‡^a Xiurong Zheng,‡^a Yangqing Zheng,^a Ruoting Zhan^a and Huicai Huang

*^a

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* Corresponding authors

^a Key Laboratory of Chinese Medicinal Resource from Lingnan, Ministry of Education, School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou, P. R. China
E-mail: huanghc@gzucm.edu.cn

Abstract

Asymmetric Michael reaction of 3-homoacyl coumarins and chromone-fused dienes was developed by employing a chiral squaramide, and a series of coumarin chromone skeletons were furnished in moderate to high yields (up to 99%) and stereoselectivities (up to 98 : 2 dr, 99% ee).

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/D1OB01200B
Article type: Paper
Submitted: 22 Jun 2021
Accepted: 02 Sep 2021
First published: 02 Sep 2021

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Org. Biomol. Chem., 2021,19, 8102-8107

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Asymmetric Michael reaction of 3-homoacyl coumarins with chromone-fused dienes toward enantioenriched coumarin chromone skeletons

J. Yan, X. Zheng, Y. Zheng, R. Zhan and H. Huang, Org. Biomol. Chem., 2021, 19, 8102 DOI: 10.1039/D1OB01200B

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Organic & Biomolecular Chemistry

Asymmetric Michael reaction of 3-homoacyl coumarins with chromone-fused dienes toward enantioenriched coumarin chromone skeletons†

Abstract

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Asymmetric Michael reaction of 3-homoacyl coumarins with chromone-fused dienes toward enantioenriched coumarin chromone skeletons

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