Zinc-Mediated Reductive Cyclodimerization of α,β-Unsaturated Aryl Ketones Under Aqueous Conditions

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Contents Vol 60(8)

doi:10.1071/CH07120

Zinc-Mediated Reductive Cyclodimerization of α,β-Unsaturated Aryl Ketones Under Aqueous Conditions

Anil Kumar ^A, Satish Kumar ^A, Kamal K. Kapoor ^A ^B

^A Department of Chemistry, University of Jammu, Jammu-180006, India.
^B Corresponding author. Email: k2kapoor@yahoo.com





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Australian Journal of Chemistry 60(8) 621–623 http://dx.doi.org/10.1071/CH07120
Submitted: 24 April 2007 Accepted: 15 June 2007 Published online: 9 August 2007

Abstract

Zinc-mediated reductive cyclodimerization of α,β-unsaturated aryl ketones produces 3,4-trans-diarylcyclopentanols 2 regio- and stereoselectively in good yields in a 1:4 (v/v) mixture of saturated aqueous NH₄Cl and tetrahydrofuran at room temperature.