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Nickel-Catalyzed Highly Enantioselective Hydrogenation of β-Acetylamino Vinylsulfones: Access to Chiral β-Amido Sulfones

Author:
Long, Jiao, Gao, Wenchao, Guan, Yuqing, Lv, Hui, Zhang, Xumu
Source:
Organic letters 2018 v.20 no.18 pp. 5914-5917
ISSN:
1523-7052
Subject:
catalysts, chemical structure, enantioselectivity, hydrogenation, organic compounds, protocols
Abstract:
The nickel/(S)-Binapine complex was found to be an efficient catalyst for asymmetric hydrogenation of β-acetylamino vinylsulfones to afford chiral β-Amido sulfones with excellent yields and enantioselectivities (up to 95% yields and >99% ee). This protocol has good compatibility with a series of substituted (Z)-β-acetylamino vinylsulfones or Z/E isomeric mixtures. A gram-scale reaction has also been achieved in the presence of a 0.2 mol % catalyst loading.
Agid:
6146597