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三种稠合含氮双环烯酮的狄尔斯-阿尔德反应:一种构建新型含氮角型三环骨架的有效方法。

Diels-Alder reactions of three fused nitrogen-containing bicyclic enones: an efficient method toward novel nitrogen-containing angular tricyclic skeletons.

作者信息

Chau Chi-Min, Liu Kuan-Miao

机构信息

School of Applied Chemistry, Chung Shan Medical University, Taichung, 40201, Taiwan, ROC.

出版信息

Org Biomol Chem. 2008 Sep 7;6(17):3127-34. doi: 10.1039/b806773m. Epub 2008 Jul 1.

Abstract

The syntheses of three fused bicyclic enones, including 1,2,6,6a-tetrahydro-1-tosyl-cyclopenta[b]pyrrol-3(5H)-one, 1,2,3,6,7,7a-hexahydro-4H-1-tosyl-cyclopenta[b]pyridin-4-one and 1,2,5,6,7,7a-hexahydro-3H-1-tosyl-indol-3-one, via anionic cyclization and Diels-Alder reactions with various dienes to construct novel nitrogen-containing angular tricyclic skeletons are described.

摘要

描述了三种稠合双环烯酮的合成,包括1,2,6,6a-四氢-1-对甲苯磺酰基-环戊并[b]吡咯-3(5H)-酮、1,2,3,6,7,7a-六氢-4H-1-对甲苯磺酰基-环戊并[b]吡啶-4-酮和1,2,5,6,7,7a-六氢-3H-1-对甲苯磺酰基-吲哚-3-酮,通过阴离子环化以及与各种二烯的狄尔斯-阿尔德反应来构建新型含氮角型三环骨架。

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