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Issue 34, 2013
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Ligand and substrate effects during Pd-catalyzed cyclizations of alkyne-tethered cyclohexadienones

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Abstract

The effects of ligand and substrate choice on the Pd-catalyzed cyclization of alkyne-tethered cyclohexadienones were examined. In the presence of a chiral ligand, the enantioselectivity of the desymmetrization is remarkably sensitive to structural changes in both the ligand and the substrate. Additionally, the regioselectivity of the reaction (5- vs. 6-membered ring formation) is dependent on the proximity of heteroatoms to the alkyne.

Graphical abstract: Ligand and substrate effects during Pd-catalyzed cyclizations of alkyne-tethered cyclohexadienones

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Publication details

The article was received on 22 Dec 2012, accepted on 20 May 2013 and first published on 22 May 2013


Article type: Paper
DOI: 10.1039/C3OB27491H
Citation: Org. Biomol. Chem., 2013,11, 5596-5604

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    Ligand and substrate effects during Pd-catalyzed cyclizations of alkyne-tethered cyclohexadienones

    R. Tello-Aburto, K. A. Kalstabakken and A. M. Harned, Org. Biomol. Chem., 2013, 11, 5596
    DOI: 10.1039/C3OB27491H

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