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Highly Regio- and Enantioselective Copper-Catalyzed Reductive Hydroxymethylation of Styrenes and 1,3-Dienes with CO2

Yong-Yuan Gui, Naifu Hu, Xiao-Wang Chen, Li-Li Liao, Tao Ju, Jian-Heng Ye, Zhen Zhang, Jing Li and Da-Gang Yu*

*Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China, Email: dgyuscu.edu.cn

Y.-Y. Gui, N. Hu, X.-W. Chen, L-L. Liao, J.-H. Ye, Z. Zhang, J. Li, D.-G. Yu, J. Am. Chem. Soc., 2017, 139, 17011-17014.

DOI: 10.1021/jacs.7b10149 (free Supporting Information)


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Abstract

A highly regio- and enantioselective copper-catalyzed reductive hydroxymethylation of styrenes and 1,3-dienes with 1 atm of CO2 readily provides important chiral homobenzylic alcohols. Moreover, various 1,3-dienes were converted to chiral homoallylic alcohols with high yields and excellent regio-, enantio-, and Z/E-selectivities.

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Key Words

benzylation, alcohols, silanes


ID: J48-Y2017