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Anti-Markovnikov Hydroamination of Racemic Allylic Alcohols to Access Chiral γ-Amino Alcohols |
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| Authors: | Ruirui Xu Kun Wang Haoying Liu Prof?Dr Weijun Tang Dr Huaming Sun Prof?Dr Dong Xue Prof?Dr Jianliang Xiao Prof?Dr Chao Wang |
| Institution: | 1. Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, 710062 China
These authors contributed equally to this work.;2. Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, 710062 China;3. Department of Chemistry, University of Liverpool, Liverpool, L69 7ZD UK |
| Abstract: | A ruthenium-catalyzed formal anti-Markovnikov hydroamination of allylic alcohols for the synthesis of chiral γ-amino alcohols is presented. Proceeding via an asymmetric hydrogen-borrowing process, the catalysis allows racemic secondary allylic alcohols to react with various amines, affording enantiomerically enriched chiral γ-amino alcohols with broad substrate scope and excellent enantioselectivities (68 examples, up to >99 % ee). |
| Keywords: | allylic alcohol amino alcohol asymmetric catalysis hydrogen borrowing ruthenium catalyst |