Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones.

Journal Article (Journal Article)

[reaction: see text] Treatment of 3-butenyl heptyl ketone with substoichiometric amounts of PdCl(2)(CH(3)CN)(2) (10 mol %), HCl (0.1 equiv), and CuCl(2) (0.3 equiv) in dioxane at 70 degrees C for 12 h in a sealed tube formed 2-hexylcyclohexanone in 77% isolated yield. A number of alkyl 3-butenyl ketones underwent hydroalkylation under these conditions to form 2-substituted cyclohexanones in moderate to good yield.

Full Text

Duke Authors

Cited Authors

  • Wang, X; Pei, T; Han, X; Widenhoefer, RA

Published Date

  • July 2003

Published In

Volume / Issue

  • 5 / 15

Start / End Page

  • 2699 - 2701

PubMed ID

  • 12868893

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol034879+


  • eng