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

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

doi:10.1021/jo060992c

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

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

Department of Chemistry

Research output: Contribution to journal › Article

35 Citations (Scopus)

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.

Original language	English
Pages (from-to)	6588-6591
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	71
Issue number	17
DOIs	https://doi.org/10.1021/jo060992c
Publication status	Published - 2006 Aug 18

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ASJC Scopus subject areas

Organic Chemistry

Cite this

Lin, C., Fang, H., Tu, Z., Liu, J. T., & Yao, C-F. (2006). Stereoselective three-component synthesis of trans-endo-decahydroquinolin- 4-one derivatives from aldehydes, aniline, and acetylcyclohexene. Journal of Organic Chemistry, 71(17), 6588-6591. https://doi.org/10.1021/jo060992c

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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.",

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AU - Liu, Ju Tsung

AU - Yao, Ching-Fa

PY - 2006/8/18

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10.1021/jo060992c