A new multicomponent domino reaction of 1,3-dicarbonyl compounds: One-pot access to amino azabicyclo[3.3.1]nonanones and 1,6-hydronaphthyridines

被引:22
作者
Simon, C
Lieby-Muller, F
Peyronel, JF
Constantieux, T
Rodriguez, J
机构
[1] CNRS, UMR 6516, Lab ReSo, Ctr St Jerome, F-13397 Marseille 20, France
[2] Aventis Pharma, Dept Chim Med, Ctr Rech Paris, F-94403 Vitry Sur Seine, France
关键词
1,3-dicarbonyls; multicomponent domino reaction; Michael addition; azabicyclo[3.3.1]nonanes; 1,6-hydronaphthyridines; 1,6-trans-diazadecalins;
D O I
10.1055/s-2003-42121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Depending on the structure of amine, the multicomponent Domino reaction of beta-ketoester 1 with acrolein 2 and various primary amines 3, in the presence of 4Angstrom MS, leads either to 1,6-hydronaphthyridines 4 or amino azabicyclo[3.3.1]nonanones 5 in a one-pot sequence. The stereoselective reduction of compounds 4 to provide new functionalized 1,6-trans-diazadecalins 6 is also reported.
引用
收藏
页码:2301 / 2304
页数:4
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