Enantioselective Diels-Alder reactions: room temperature bis(oxazoline)-zinc, -magnesium, and -copper triflate catalysts

被引:50
|
作者
Takacs, JM
Lawson, EC
Reno, MJ
Youngman, MA
Quincy, DA
机构
[1] Department of Chemistry, University of Nebraska-Lincoln, Lincoln
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0957-4166(97)00322-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of chiral bis(oxazoline) ligands, differing in the length of the chain connecting the chiral oxazoline subunits and in the nature of the substituent at the chiral center, were examined in the room temperature Zn(OTf)(2), Mg(OTf)(2) and Cu(OTf)(2) catalyzed reaction of N-crotonyloxazolidinone with cyclopentadiene. A 1,4-bis(oxazoline) ligand proved best for Zn(OTf)(2) and afforded product consistent with reaction via an octahedral model, while 1,3-bis(oxazoline) ligands were best for Mg(OTf)(2) and Cu(OTf)(2). (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3073 / 3078
页数:6
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