Mechanism of the palladium-catalyzed intramolecular hydroalkylation of 7-octene-2,4-dione.
Journal Article (Journal Article)
Cyclization of (E)-7,8-dideuterio-7-octene-2,4-dione [(E)-1-7,8-d(2)] catalyzed by PdCl(2)(CH(3)CN)(2) (2) formed cis-2-acyl-3,4-dideuteriocyclohexanone (cis-3-3,4-d(2)) in 64% yield as the exclusive isotopomer. This experiment, in conjunction with additional deuterium labeling experiments, was in accord with a mechanism for the conversion of 1 to 3 catalyzed by 2 involving attack of the enol carbon atom on a palladium-complexed olefin followed by palladium migration and protonolysis from a palladium enolate complex.
Full Text
Duke Authors
Cited Authors
- Qian, H; Widenhoefer, RA
Published Date
- February 2003
Published In
Volume / Issue
- 125 / 8
Start / End Page
- 2056 - 2057
PubMed ID
- 12590527
Pubmed Central ID
- 12590527
Electronic International Standard Serial Number (EISSN)
- 1520-5126
International Standard Serial Number (ISSN)
- 0002-7863
Digital Object Identifier (DOI)
- 10.1021/ja0293002
Language
- eng