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

Cabezas Pizarro, Jorge A.; Pereira, Albán R.; Amey, Adam R.

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

Fecha

2001

Tipo

artículo original

Autores

Cabezas Pizarro, Jorge A.

Pereira, Albán R.

Amey, Adam R.

Resumen

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. Controlled dilithiation of propargyl bromide with n-BuLi, 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 in high yields.