Tetrahedron Letters

A new method for the preparation of 1, 3-dilithiopropyne: an efficient synthesis of homopropargyl alcohols

JA Cabezas, AR Pereira, A Amey

Index: Cabezas, Jorge A; Pereira, Alban R; Amey, Adam Tetrahedron Letters, 2001 , vol. 42, # 39 p. 6819 - 6822

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Citation Number: 13

Abstract

Controlled dilithiation of propargyl bromide with two equivalents of n-butyllithium, in the presence of TMEDA, produces the operational equivalent of the dianion 1, 3-dilithiopropyne. The latter reacts efficiently with aldehydes and ketones to produce homopropargyl alcohols in a single step route and in high yields.

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