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Brancour C, Fukuyama T, Ohta Y, et al. Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO. Chem Commun (Camb). 2010;46(30):5470-2doi: 10.1039/c0cc00747a.
Brancour, C., Fukuyama, T., Ohta, Y., Ryu, I., Dhimane, A. L., Fensterbank, L., & Malacria, M. (2010). Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO. Chemical communications (Cambridge, England), 46(30), 5470-2. https://doi.org/10.1039/c0cc00747a
Brancour, Célia, et al. "Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO." Chemical communications (Cambridge, England) vol. 46,30 (2010): 5470-2. doi: https://doi.org/10.1039/c0cc00747a
Brancour C, Fukuyama T, Ohta Y, Ryu I, Dhimane AL, Fensterbank L, Malacria M. Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO. Chem Commun (Camb). 2010 Aug 14;46(30):5470-2. doi: 10.1039/c0cc00747a. Epub 2010 Jun 29. PMID: 20585695.
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Chem Commun (Camb). 2010 Aug 14;46(30):5470-2. doi: 10.1039/c0cc00747a. Epub 2010 Jun 29.

Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO.

Chemical communications (Cambridge, England)

Célia Brancour, Takahide Fukuyama, Yuko Ohta, Ilhyong Ryu, Anne-Lise Dhimane, Louis Fensterbank, Max Malacria

Affiliations

  1. Institut Parisien de Chimie Moléculaire (UMR CNRS 7201) - FR 2769 UPMC univ Paris 06, C. 229, 4 place Jussieu, 75005 Paris, France.

PMID: 20585695 DOI: 10.1039/c0cc00747a

Abstract

A novel [5+1] type carbonylative cycloaddition reaction has been developed using a Rh complex as catalyst. This reaction can convert readily available 3-acyloxy-1,4-enynes and CO to a wide range of functionalized resorcinols in good yields. A mechanism involving Rh-catalyzed cyclocarbonylation of 3-acyloxy-1,4-enynes accompanied by a 1,2-acyloxy shift is proposed for the present [5+1] type cycloaddition reaction.

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