Organic Letters
Organic Letters
5 years ago

A Michael Addition–Asymmetric Transfer Hydrogenation One-Pot Enantioselective Tandem Process for Syntheses of Chiral γ-Secondary Amino Alcohols

A Michael Addition–Asymmetric Transfer Hydrogenation One-Pot Enantioselective Tandem Process for Syntheses of Chiral γ-Secondary Amino Alcohols
Liang Wu, Ronghua Jin, Tanyu Cheng, Guohua Liu, Xiaoying Hu, Liang Li
An aza-Michael addition–asymmetric transfer hydrogenation tandem process for preparation of chiral γ-secondary amino alcohols has been developed. This one-pot tandem process involves an aza-Michael addition of aryl-substituted enones and amines to form aryl-substituted γ-secondary amino ketones, followed by a Ru-catalyzed asymmetric transfer hydrogenation to form aryl-substituted γ-secondary amino alcohols. An advantageous feature of this tandem reaction is that it provides various γ-secondary amino alcohols in high yields with high enantioselectivities.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00823

DOI: 10.1021/acs.orglett.7b00823

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