Efficient synthesis of tertiary α-hydroxy ketones through CO2-promoted regioselective hydration of propargylic alcohols

Haitao He; Chaorong Qi; Xiaohan Hu; Yuqi Guan; Huanfeng Jiang

doi:10.1039/C4GC00522H

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Efficient synthesis of tertiary α-hydroxy ketones through CO₂-promoted regioselective hydration of propargylic alcohols†

Haitao He,^a Chaorong Qi,*^ab Xiaohan Hu,^a Yuqi Guan^a and Huanfeng Jiang^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P.R. China
E-mail: crqi@scut.edu.cn
Fax: +86 20 97112906
Tel: +86 20 97112906

^b State Key Lab of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, P.R. China
E-mail: crqi@scut.edu.cn
Fax: +86 20 97112906
Tel: +86 20 97112906

Abstract

A carbon dioxide-promoted and silver acetate-catalyzed hydration of propargylic alcohols for the efficient synthesis of tertiary α-hydroxy ketones has been developed. The reaction is proposed to proceed via a tandem process of carbon dioxide incorporation into propargylic alcohols and subsequent hydrolysis.

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Article information

DOI: https://doi.org/10.1039/C4GC00522H
Article type: Communication
Submitted: 25 Mar 2014
Accepted: 05 Jun 2014
First published: 05 Jun 2014

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Green Chem., 2014,16, 3729-3733

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Efficient synthesis of tertiary α-hydroxy ketones through CO₂-promoted regioselective hydration of propargylic alcohols

H. He, C. Qi, X. Hu, Y. Guan and H. Jiang, Green Chem., 2014, 16, 3729 DOI: 10.1039/C4GC00522H

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