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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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Article information


Submitted
22 Dec 2012
Accepted
20 May 2013
First published
22 May 2013

Org. Biomol. Chem., 2013,11, 5596-5604
Article type
Paper

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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