Copper-catalyzed enantioselective conjugate addition of diethylzinc using axially chiral aminoethyloxy-phosphine ligands

被引:17
|
作者
Morimoto, Toshiaki [1 ]
Obara, Nobuhiro [1 ]
Yoshida, Iku [1 ]
Tanaka, Kiyoshi [1 ]
Kan, Toshiyuki [1 ]
机构
[1] Univ Shizuoka, Sch Pharmaceut Sci, Shizuoka 4228526, Japan
关键词
D O I
10.1016/j.tetlet.2007.02.126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New axially chiral P,O,N-type ligands bearing both a diphenylphosphino group and 2-(dialkylamino) ethyloxy (or 2-pyridylmethyloxy) groups were designed and prepared along with P,O,O-type ligands by employing an easily available chiral component, (R)-2-hydroxy-2'-diphenylphosphinyl-1,1'-binaphthyl. Among the ligands the simplest P,O,N-type one bearing a 2-(dimethylamino)ethyloxy group was found to be the most efficient in copper-catalyzed enantioselective conjugate addition of diethylzine to a cyclic enone, 2-cyclohexen-1-one, providing high enantioselectivity up to 99% ee. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3093 / 3095
页数:3
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