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

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...

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Veröffentlicht in:Organic letters 2018-09, Vol.20 (18), p.5914-5917
Hauptverfasser: Long, Jiao, Gao, Wenchao, Guan, Yuqing, Lv, Hui, Zhang, Xumu
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b02579