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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 9-10
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Original Articles

A Convenient Procedure for Dissolving Metal Reductions

J. Hodge Markgraf Department of Chemistry, Williams College, Williamstown, MA, 01267
,
Stuart Waugh Staley Department of Chemistry, Williams College, Williamstown, MA, 01267
&
Timothy R. Allen Department of Chemistry, Williams College, Williamstown, MA, 01267
Pages 1471-1478 | Received 22 Nov 1988, Published online: 24 Oct 2006
 
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Abstract

Alicyclic α,β-unsaturated ketones react with lithium in ethylenediamine, followed by Jones oxidation, to give cyclic ketones in good yield. The stereoselectivity at the β position parallels that observed with lithium in liquid ammonia.

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