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Updated: Feb 18, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Silver-catalyzed decarboxylative C(sp2)-C(sp3) coupling reactions via a radical mechanism
Zhongxue Fang1, Chenlong Wei, Jing Lin
1School of Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng 224007, People's Republic of China. fangzhongxue120@163.com.
Abstract:
A silver catalyzed decarboxylative C(sp2)-C(sp3) coupling of vinylic carboxylic acids with alcohols, alkylbenzenes, cycloalkanes and cyclic ethers was developed by using DTBP as an oxidant. This reaction tolerates a wide range of substrates, and products are obtained in good to excellent yields. The reaction also shows good stereoselectivity, and only trans-isomers are obtained. In addition, a radical pathway would be involved to facilitate this decarboxylative C(sp2)-C(sp3) coupling reaction.
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