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

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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.

Original languageEnglish
Pages (from-to)6588-6591
Number of pages4
JournalJournal of Organic Chemistry
Volume71
Issue number17
DOIs
Publication statusPublished - 2006 Aug 18

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ASJC Scopus subject areas

  • Organic Chemistry

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