A novel binaphthylamine auxiliary for asymmetric imidate Claisen rearrangement

被引:19
作者
Hungerhoff, B [1 ]
Metz, P [1 ]
机构
[1] Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
关键词
metallation; rearrangements; imidic acids and derivatives; enantiocontrol;
D O I
10.1016/S0040-4020(99)00978-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantiomerically pure methyl substituted binaphthylamine 7 has been prepared via a regioselective directed ortho-metallation of the methoxy substituted binaphthyl carboxylic acid 5 as the key step and used as an auxiliary for asymmetric imidate Claisen rearrangement. Excellent auxiliary induction as well as simple (anti/syn) diastereoselection was achieved. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:14941 / 14946
页数:6
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