Regio- and stereochemical features of the reactions of 1,2,5-trimethylpiperidin-4-one with chalcone
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- 作者：S. Z. Vatsadze ; M. L. Kostochka ; V. P. Lezina ; V. G. Vinokurov and N. V. Zyk
- 关键词：Michael reaction ; N ; benzylpiperidin ; 4 ; one ; 8 ; methyl ; 2 ; (3 ; oxo ; 1 ; 3 ; diphenylpropyl) ; 8 ; azabicyclo[3.2.1]octan ; 3 ; one ; 1 ; 2 ; 5 ; trimethyl ; 3 ; (3 ; oxo ; 1 ; 3 ; diphenylpropyl)piperidin ; 4 ; one ; 1 ; methyl ; 3 ; (3 ; oxo ; 1 ; 3 ; diphenylpropyl)piperidin ; 4 ; one ; 3 ; azabicyclo[3.3.1]no
- 刊名：Russian Chemical Bulletin
- 出版年：2004
- 出版时间：December 2004
- 年：2004
- 卷：53
- 期：12
- 页码：2805-2809
- 全文大小：354 KB
文摘
The reactions of N-substituted piperidin-4-ones with benzylideneacetophenone, resulting in the synthesis of a number of heterocyclic 1,5-dicarbonyl compounds, were studied. 1,2,5-Trimethylpiperidin-4-one enters into cascade-type chalcone addition accompanied by intramolecular aldol condensation giving rise to the 3-azabicyclo[3.3.1]nonane system. The conformations of the 1,5-dicarbonyl compounds and azabicyclononanes synthesized were determined; the regio- and stereochemical features of the reactions of 1,2,5-trimethylpiperidin-4-one with chalcone were studied.