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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 12
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Original Articles

An Improved Procedure for the Preparation of the O,2-Dianion of Allyl Alcohol

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Pages 2111-2115 | Received 12 Dec 1996, Published online: 22 Aug 2006
 

Abstract

An improved procedure for the preparation of the O,2-dianion of allyl alcohol is described. The use of the magnesium alkoxide of 2-bromopropen-1-ol instead of the known lithium salt, suppresses dehydrohalogenation upon treatment with tert-butyl lithium and furnishes the dianion. Addition of this dianion to a variety of carbonyl compounds affords the expected products in good yield.

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