Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds

Published

Journal Article

A mixture of [PtCl 2(CH 2CH 2)] 2 (1 mol %), and EuCl 3 (2 mol %) catalyzes the hydroalkylation of 4-pentenyl β-dicarbonyl compounds to form substituted cyclohexanones in moderate to excellent yield with excellent regioselectivity. Reaction of 5,5-dimethyl-8-nonene-2,4-dione with a catalytic mixture of [PtCl 2(CH 2CH 2)] 2 (2) (1 mol %), and EuCl 3 (2 mol %) in dioxane that contained HCl (1.0 equiv) at 90°C for 18 h led to the isolation of 2-acetyl-3,6,6-trimethyl-2-cyclohexanone in 85% yield. A number of 4-pentenyl β-dicarbonyl compounds underwent intramolecular hydroalkylation to form cyclohexanones in moderate to excellent yield. © 2004 Elsevier Ltd. All rights reserved.

Full Text

Duke Authors

Cited Authors

  • Liu, C; Widenhoefer, RA

Published Date

  • January 10, 2005

Published In

Volume / Issue

  • 46 / 2

Start / End Page

  • 285 - 287

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/j.tetlet.2004.11.060

Citation Source

  • Scopus