The ruthenium catalyzed formation of chiral dihydropyrrolones from α,β-unsaturated imines:: extending the reaction to terminal alkenes and investigating the formation of pyrroles as side-products

被引:28
作者
Dönnecke, D [1 ]
Imhof, W [1 ]
机构
[1] Univ Jena, Inst Inorgan & Analyt Chem, D-07743 Jena, Germany
关键词
catalysis; C-H activation; ruthenium; pyrrolones; pyrroles;
D O I
10.1016/j.tet.2003.09.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of alpha,beta-unsaturated imines derived from cinnamaldehyde with CO and various alkenes produces chiral 1,3-dihydropyrrolone derivatives. As a byproduct the formation of 2,3-disubstituted pyrroles is observed in every reaction. If the imines are reacted with ethylene only, products with an ethyl group at C-3 of the imine chain are formed. The implications of these findings on the reaction mechanism are discussed. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8499 / 8507
页数:9
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