Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds
Publication
, Journal Article
Liu, C; Widenhoefer, RA
Published in: Tetrahedron Letters
January 10, 2005
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.
Duke Scholars
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
January 10, 2005
Volume
46
Issue
2
Start / End Page
285 / 287
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
Chicago
ICMJE
MLA
NLM
Liu, C., & Widenhoefer, R. A. (2005). Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds. Tetrahedron Letters, 46(2), 285–287. https://doi.org/10.1016/j.tetlet.2004.11.060
Liu, C., and R. A. Widenhoefer. “Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds.” Tetrahedron Letters 46, no. 2 (January 10, 2005): 285–87. https://doi.org/10.1016/j.tetlet.2004.11.060.
Liu C, Widenhoefer RA. Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds. Tetrahedron Letters. 2005 Jan 10;46(2):285–7.
Liu, C., and R. A. Widenhoefer. “Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds.” Tetrahedron Letters, vol. 46, no. 2, Jan. 2005, pp. 285–87. Scopus, doi:10.1016/j.tetlet.2004.11.060.
Liu C, Widenhoefer RA. Platinum(II)/europium(III)-catalyzed intramolecular hydroalkylation of 4-pentenyl β-dicarbonyl compounds. Tetrahedron Letters. 2005 Jan 10;46(2):285–287.
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
January 10, 2005
Volume
46
Issue
2
Start / End Page
285 / 287
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry