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

Publication ,  Journal Article
Wang, X; Pei, T; Han, X; Widenhoefer, RA
Published in: Organic letters
July 2003

[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.

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Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

July 2003

Volume

5

Issue

15

Start / End Page

2699 / 2701

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Wang, X., Pei, T., Han, X., & Widenhoefer, R. A. (2003). Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones. Organic Letters, 5(15), 2699–2701. https://doi.org/10.1021/ol034879+
Wang, Xiang, Tao Pei, Xiaoqing Han, and Ross A. Widenhoefer. “Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones.Organic Letters 5, no. 15 (July 2003): 2699–2701. https://doi.org/10.1021/ol034879+.
Wang X, Pei T, Han X, Widenhoefer RA. Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones. Organic letters. 2003 Jul;5(15):2699–701.
Wang, Xiang, et al. “Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones.Organic Letters, vol. 5, no. 15, July 2003, pp. 2699–701. Epmc, doi:10.1021/ol034879+.
Wang X, Pei T, Han X, Widenhoefer RA. Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones. Organic letters. 2003 Jul;5(15):2699–2701.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

July 2003

Volume

5

Issue

15

Start / End Page

2699 / 2701

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences