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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 20
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Original Articles

Convenient Generation of 1-Propynyllithium. One-Pot Synthesis of Acetylenic Carbinols from 1,2-Dibromopropane and Aldehydes and Ketones

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Pages 2997-3002 | Received 09 Jun 1992, Published online: 23 Sep 2006
 

Abstract

Treatment of 1,2-dibromopropane (1) with 3 equiv of lithium diisopropylamide (-60°; to 0 °C, THF) generates 1-propynyllithium (2), which with aldehydes or ketones affords acetylenic carbinols 3 in 82-96% yields.

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