The copper-catalyzed selective monoalkylation of active methylene compounds with alkylsilyl peroxides

Jiamin Lv; Weiping Xu; Hanbin Lu; Terumasa Kato; Yan Liu; Keiji Maruoka

doi:10.1039/D1OB00075F

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The copper-catalyzed selective monoalkylation of active methylene compounds with alkylsilyl peroxides†

Jiamin Lv,^a Weiping Xu,^a Hanbin Lu,^a Terumasa Kato,*^a Yan Liu

*^a and Keiji Maruoka

*^ab

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* Corresponding authors

^a School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China
E-mail: terumasa.kato.j97@kyoto-u.jp, yanliu@gdut.edu.cn, maruoka.keiji.4w@kyoto-u.ac.jp

^b Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo, Kyoto 606-8501, Japan

Abstract

A novel method for a mild copper-catalyzed selective monoalkylation of active methylene compounds with various alkylsilyl peroxides has been developed. The reaction has a broad substrate scope and our mechanistic studies suggest the participation of radical species in this alkylation reaction.

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

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Article information

DOI: https://doi.org/10.1039/D1OB00075F
Article type: Communication
Submitted: 14 Jan 2021
Accepted: 03 Mar 2021
First published: 03 Mar 2021

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Org. Biomol. Chem., 2021,19, 2658-2662

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The copper-catalyzed selective monoalkylation of active methylene compounds with alkylsilyl peroxides

J. Lv, W. Xu, H. Lu, T. Kato, Y. Liu and K. Maruoka, Org. Biomol. Chem., 2021, 19, 2658 DOI: 10.1039/D1OB00075F

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Organic & Biomolecular Chemistry

The copper-catalyzed selective monoalkylation of active methylene compounds with alkylsilyl peroxides†

Abstract

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The copper-catalyzed selective monoalkylation of active methylene compounds with alkylsilyl peroxides

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