Preparation of Chiral γ-Secondary Amino Alcohols via Ni-Catalyzed Asymmetric Reductive Coupling of 2-Aza-butadiene with Aldehydes
Lei Yang, Weidong Shang, Li Zhang* and Xia Zhang*
*West China Hospital, Sichuan University, No. 17 Renmin Nan Road, Chengdu 610041, China,
Email: zhangli7375
scu.edu.cn, zhang-xiascu.edu.cn
L. Yang, W. Shang, L. Zhang, X. Zhang, Org. Lett., 2022, 24, 7763-7768.
DOI: 10.1021/acs.orglett.2c03090
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Abstract
A Ni-catalyzed asymmetric reductive coupling of 2-aza-butadiene with aldehydes provides chiral γ-secondary amino alcohols. This transformation offers good enantioselectivity and tolerance to various functional groups. Notably, this reaction delivers β-siloxyl imine, an aza-aldol-type product which is difficult to access by conventional methods.
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proposed mechanism
Key Words
ID: J54-Y2022
