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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.
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页码:3093 / 3095
页数:3
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