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由醛、苯胺和乙酰环己烯立体选择性地三组分合成反式-内型十氢喹啉-4-酮衍生物。

Stereoselective three-component synthesis of trans-endo-decahydroquinolin-4-one derivatives from aldehydes, aniline, and acetylcyclohexene.

作者信息

Lin Chunchi, Fang Hulin, Tu Zhijay, Liu Ju-Tsung, Yao Ching-Fa

机构信息

Department of Chemistry, National Taiwan Normal University, 88, Section 4, Tingchow Road, Taipei, Taiwan 116, Republic of China.

出版信息

J Org Chem. 2006 Aug 18;71(17):6588-91. doi: 10.1021/jo060992c.

Abstract

The diastereoselective synthesis of trans-endo-decahydroquinolin-4-one (4) via a three-component reaction of aldehydes (1), anilines (2), and 1-acetylcyclohexene (3) in the presence of iodine in a one-pot reaction at room temperature is described. The short reaction time, easy workup, excellent yield, and mild reaction conditions make this novel annulation strategy both practical and attractive.

摘要

描述了在室温下于碘存在下通过醛(1)、苯胺(2)和1-乙酰环己烯(3)的三组分一锅反应非对映选择性合成反式-内型-十氢喹啉-4-酮(4)的方法。短反应时间、简便的后处理、优异的产率以及温和的反应条件使得这种新型环化策略既实用又有吸引力。

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