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Dynamic Kinetic Resolution in Enantioselective Reductive Amination of α ‐Branched Aldehydes by Lewis Base Organocatalyzed Hydrosilylation
Author(s) -
Hu FangZhi,
Chen Hui,
Xu XiaoYing,
Yuan WeiCheng,
Zhang XiaoMei
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700495
Subject(s) - kinetic resolution , enantioselective synthesis , reductive amination , chemistry , lewis acids and bases , amination , hydrosilylation , organic chemistry , catalysis , organocatalysis , combinatorial chemistry
Dynamic kinetic resolution (DKR) represents one of the most efficient strategies to prepare optically active compounds which have shown great potential in asymmetric synthesis. β ‐Branched chiral amines widely exist in pharmaceutic chemicals and natural products. In this paper, an enantioselective reductive amination of α‐branched aldehydes via dynamic kinetic resolution has been presented. In the presence of a readily acessible chiral Lewis base catalyst derived from the intermediate of chloramphenicol, the reactions provided various β ‐branched chiral amines with moderate to good yields (up to 92 %) in low to moderate enantioselectivities (up to 56 %).