Microwave activation of an asymmetric Michael reaction:: unexpected behaviour of chiral α-alkoxy imines

被引:13
作者
Camara, C [1 ]
Keller, L [1 ]
Dumas, F [1 ]
机构
[1] Univ Paris Sud, Ctr Etudes Pharmaceut, CNRS, Unite Assoc,BIOCIS, F-92290 Chatenay Malabry, France
关键词
D O I
10.1016/S0957-4166(03)00573-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
While it has been previously established that chiral alpha-alkoxy imines undergo thermal rearrangement at temperatures above 50degreesC, the microwave activation of the Michael addition between chiral imine 3b and methyl acrylate at 100degreesC led cleanly to the corresponding Michael adduct 5b without the formation of any rearranged product and with the same regio- and stereoselectivity as the corresponding thermal condensation at 40degreesC (ee 95%). (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3263 / 3266
页数:4
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