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Asymmetric Transfer Hydrogenation of α-Substituted-β-Keto Carbonitriles via Dynamic Kinetic Resolution

Fangyuan Wang, Tilong Yang, Ting Wu, Long-Sheng Zheng, Congcong Yin, Yongjie Shi, Xiang-Yu Ye, Gen-Qiang Chen* and Xumu Zhang*

*Shenzhen Grubbs Institute, Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China, Email: chengqsustech.edu.cn, zhangxmsustech.edu.cn

F. Wang, T. Yang, T. Wu, L.-S. Zheng, C. Yin, Y. Shi, X.-Y. Ye, G.-Q. Chen, X. Zhang, J. Am. Chem. Soc., 2021, 143, 2477-2483.

DOI: 10.1021/jacs.0c13273



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Abstract

A catalytic DKR-ATH process for the enantio- and diastereoselective reduction of α-substituted-β-keto carbonitriles enables the simultaneous construction of β-hydroxy carbonitrile scaffolds with two contiguous stereogenic centers in high yields and excellent enantio- and diastereoselectivities.


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Key Words

reduction of carbonyl compounds, β-hydroxy carbonitriles, formic acid


ID: J48-Y2021