A parallel combinatorial approach to locating homochiral Lewis acid catalysts for the asymmetric aza-Diels-Alder reaction of an imino dienophile.

被引:97
作者
Bromidge, S
Wilson, PC
Whiting, A [1 ]
机构
[1] SmithKline Beecham Pharmaceut, Harlow CM19 5AD, Essex, England
[2] Univ Manchester, Inst Sci & Technol, Dept Chem, Manchester M60 1QD, Lancs, England
关键词
D O I
10.1016/S0040-4039(98)01947-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New catalytic asymmetric Lewis acids have been developed for the aza-Diels-Alder reaction of a methyl glyoxalate and p-anisidine derived imine with Danishefsky's diene. The catalysts were developed using parallel combinatorial methods with the highest e.e, being 97 % using (1S, 2S)-1,2-diphenylthylenediamine and magnesium iodide in acetanitrile. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8905 / 8908
页数:4
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