Chiral Lewis acid-catalyzed enantioselective cyclopropanation and C–H insertion reactions of vinyl ketones with α-diazoesters

Peng Zhao; Simeng Wu; Chaoqi Ke; Xiaohua Liu; Xiaoming Feng

doi:10.1039/C8CC05420G

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Chiral Lewis acid-catalyzed enantioselective cyclopropanation and C–H insertion reactions of vinyl ketones with α-diazoesters†

Peng Zhao,

^a Simeng Wu,

^a Chaoqi Ke,

^a Xiaohua Liu

*^a and Xiaoming Feng

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
E-mail: liuxh@scu.edu.cn, xmfeng@scu.edu.cn
Fax: +86 28 8541 8249
Tel: +86 28 8541 8249

Abstract

Enantioselective cyclopropanation and C–H insertion reactions of α-substituted vinyl ketones with α-diazoesters have been accomplished using a N,N′-dioxide-scandium(III) complex catalyst. Various tetrasubstituted cyclopropanes and E-enone derivatives bearing a chiral ester substituent were obtained simultaneously with good yields and excellent enantioselectivities.

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DOI: https://doi.org/10.1039/C8CC05420G
Article type: Communication
Submitted: 05 Jul 2018
Accepted: 09 Aug 2018
First published: 10 Aug 2018

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Chem. Commun., 2018,54, 9837-9840

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Chiral Lewis acid-catalyzed enantioselective cyclopropanation and C–H insertion reactions of vinyl ketones with α-diazoesters

P. Zhao, S. Wu, C. Ke, X. Liu and X. Feng, Chem. Commun., 2018, 54, 9837 DOI: 10.1039/C8CC05420G

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Chemical Communications

Chiral Lewis acid-catalyzed enantioselective cyclopropanation and C–H insertion reactions of vinyl ketones with α-diazoesters†

Abstract

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Chiral Lewis acid-catalyzed enantioselective cyclopropanation and C–H insertion reactions of vinyl ketones with α-diazoesters

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