New chiral oxazoline-phosphite ligands for the enantioselective copper-catalyzed 1,4-addition of organozinc reagents to enones

被引:161
作者
Escher, IH [1 ]
Pfaltz, A [1 ]
机构
[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
关键词
asymmetric induction; addition reactions; oxazolines; copper and compounds;
D O I
10.1016/S0040-4020(00)00143-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of new P,N-ligands with a binaphthyl and an oxazoline moiety were prepared, which are efficient ligands for the enantioselective copper-catalyzed 1,4-addition of organozinc reagents to enones. Increasing the steric bulk in the 3,3'-position of binaphthyl from an H to a biphenylyl moiety improved the ee from 65 to 94% in the reaction of diethylzinc with cyclopentenone. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2879 / 2888
页数:10
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