GAMMA-FUNCTIONALIZED BETA-METHYLENE ORGANOLITHIUM COMPOUNDS FROM 3-CHLORO-2-(CHLOROMETHYL)PROPENE - SYNTHETIC APPLICATIONS

Authors
RAMON DJ YUS M
Citation
Dj. Ramon et M. Yus, GAMMA-FUNCTIONALIZED BETA-METHYLENE ORGANOLITHIUM COMPOUNDS FROM 3-CHLORO-2-(CHLOROMETHYL)PROPENE - SYNTHETIC APPLICATIONS, Tetrahedron, 49(44), 1993, pp. 10103-10110
Citations number
53
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
44
Year of publication
1993
Pages
10103 - 10110
Database
ISI
SICI code
0040-4020(1993)49:44<10103:GBOCF3>2.0.ZU;2-5
Abstract
The reaction of functionalised methallylic chlorides 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol %) in t he presence of a carbonyl compound (Barbier-type conditions) at -78-de grees-C leads, after hydrolysis with water, to the corresponding polyf unctionalised compounds 2. Starting materials 1 are easily available f rom 3-chloro-2-(chloromethyl)propene by nucleophilic substitution.