First enantioselective reductive amination of α-fluoroenones

被引:14
作者
Dutheuil, Guillaume [1 ]
Bailly, Laetitia [1 ]
Couve-Bonnaire, Samuel [1 ]
Pannecoucke, Xavier [1 ]
机构
[1] INSA, CNRS, UMR 6014, ECOFH,IRCOF, F-76131 Mont St Aignan, France
关键词
fluoroalkene; fluoroenone; ketone oxime ether; oxazaborolidine; enantioselective reductive amination;
D O I
10.1016/j.jfluchem.2006.09.013
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
From alpha-fluoroenones 2, a synthesis of (E) ketone oxime O-alkyl ethers 5 is reported with good to excellent yields. Then the first enantioselective reduction of these ketimines, via oxazaborolidine, is described with moderate to good enantiomeric excesses, leading to valuable chiral fluoroallylic amines 1. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:34 / 39
页数:6
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