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

Authors
Cabezas, JA Pereira, AR Amey, A
Citation
Ja. Cabezas et al., A new method for the preparation of 1,3-dilithiopropyne: an efficient synthesis of homopropargyl alcohols, TETRAHEDR L, 42(39), 2001, pp. 6819-6822
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
39
Year of publication
2001
Pages
6819 - 6822
Database
ISI
SICI code
0040-4039(20010924)42:39<6819:ANMFTP>2.0.ZU;2-L
Abstract
Controlled dilithiation of propargyl bromide with two equivalents of n-buty llithium, in the presence of TMEDA, produces the operational equivalent of the dianion 1,3-dilithiopropyne. The latter reacts efficiently with aldehyd es and ketones to produce homopropargyl alcohols in a single step route and in high yields. (C) 2001 Elsevier Science Ltd. All rights reserved.