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Issue 26, 2013
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Effect of ester on rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes

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Abstract

We systematically examined the effect of different esters on the rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes with a concomitant 1,2-acyloxy migration. Significant rate acceleration was observed for benzoate substrates bearing an electron-donating substituent. The cycloaddition can now be conducted under much more practical conditions for most terminal alkynes.

Graphical abstract: Effect of ester on rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes

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Publication details

The article was received on 24 Jan 2013, accepted on 08 Feb 2013 and first published on 11 Feb 2013


Article type: Communication
DOI: 10.1039/C3CC40634B
Chem. Commun., 2013,49, 2616-2618

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    Effect of ester on rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes

    C. M. Schienebeck, P. J. Robichaux, X. Li, L. Chen and W. Tang, Chem. Commun., 2013, 49, 2616
    DOI: 10.1039/C3CC40634B

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