Base-free regio- and stereoselective photochemical synthesis of enol ethers from 1,3-dicarbonyl compounds

Keyong Zhu; Wen-Jing Yu; Xinlong Zhou; Chaogui Xu; Guanzhen Zhao; Yun Chai; Shi-Jun Li; Yuanqing Xu; Pan Li

doi:10.1039/D3CC03317A

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Base-free regio- and stereoselective photochemical synthesis of enol ethers from 1,3-dicarbonyl compounds†

Keyong Zhu,^a Wen-Jing Yu,^b Xinlong Zhou,^a Chaogui Xu,^a Guanzhen Zhao,^a Yun Chai,*^a Shi-Jun Li,

*^b Yuanqing Xu^a and Pan Li

*^a

Author affiliations

* Corresponding authors

^a College of Chemistry and Molecular Sciences, Henan University, Kaifeng 475004, P. R. China
E-mail: chaiyun@henu.edu.cn, panli@henu.edu.cn

^b College of Chemistry, Institute of Green Catalysis, Zhengzhou University, Zhengzhou, P. R. China
E-mail: lishijunzong@zzu.edu.cn

Abstract

A visible light-induced kinetic controlled regioselective O-alkylation of various 1,3-dicarbonyl compounds with diazoacetates and cyclic ethers has been developed. The protocol provides a green and practical approach to highly stereoselective enol ethers under mild and base-free conditions in good to excellent yields.

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Article information

DOI: https://doi.org/10.1039/D3CC03317A
Article type: Communication
Submitted: 10 Jul 2023
Accepted: 27 Sep 2023
First published: 28 Sep 2023

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Chem. Commun., 2023,59, 12605-12608

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Base-free regio- and stereoselective photochemical synthesis of enol ethers from 1,3-dicarbonyl compounds

K. Zhu, W. Yu, X. Zhou, C. Xu, G. Zhao, Y. Chai, S. Li, Y. Xu and P. Li, Chem. Commun., 2023, 59, 12605 DOI: 10.1039/D3CC03317A

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Chemical Communications

Base-free regio- and stereoselective photochemical synthesis of enol ethers from 1,3-dicarbonyl compounds†

Abstract

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Base-free regio- and stereoselective photochemical synthesis of enol ethers from 1,3-dicarbonyl compounds

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