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Rh-Catalyzed Asymmetric Hydrogenation of β-Branched Enol Esters for the Synthesis of β-Chiral Primary Alcohols

Chong Liu, Jing Yuan, Jian Zhang, Zhihui Wang, Zhenfeng Zhang* and Wanbin Zhang*

*School of Chemistry and Chemical Engineering and School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China, Email: wanbinsjtu.edu.cn, zhenfengsjtu.edu.cn

C. Liu, J., Yuan, J. Zhang, Z. Wang, Z. Zhang, W. Zhang, Org. Lett., 2018, 20, 108-111.

DOI: 10.1021/acs.orglett.7b03469 (free Supporting Information)


Abstract

An asymmetric hydrogenation of β-branched enol esters provides β-chiral primary alcohols. Using a Rh complex bearing a large bite angle and enol ester substrates possessing an O-fomyl directing group, the desired products were obtained in quantitative yields and with excellent enantioselectivities.

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Key Words

hydrogenation, hydrogen


ID: J54-Y2018