Mechanism of the palladium-catalyzed intramolecular hydroalkylation of 7-octene-2,4-dione.
Publication
, Journal Article
Qian, H; Widenhoefer, RA
Published in: Journal of the American Chemical Society
February 2003
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.
Duke Scholars
Altmetric Attention Stats
Dimensions Citation Stats
Published In
Journal of the American Chemical Society
DOI
EISSN
1520-5126
ISSN
0002-7863
Publication Date
February 2003
Volume
125
Issue
8
Start / End Page
2056 / 2057
Related Subject Headings
- General Chemistry
- 40 Engineering
- 34 Chemical sciences
- 03 Chemical Sciences
Citation
APA
Chicago
ICMJE
MLA
NLM
Qian, H., & Widenhoefer, R. A. (2003). Mechanism of the palladium-catalyzed intramolecular hydroalkylation of 7-octene-2,4-dione. Journal of the American Chemical Society, 125(8), 2056–2057. https://doi.org/10.1021/ja0293002
Published In
Journal of the American Chemical Society
DOI
EISSN
1520-5126
ISSN
0002-7863
Publication Date
February 2003
Volume
125
Issue
8
Start / End Page
2056 / 2057
Related Subject Headings
- General Chemistry
- 40 Engineering
- 34 Chemical sciences
- 03 Chemical Sciences