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Obtention of 2,2-(diethoxy) vinyl lithium and 2-methyl-4-ethoxy butadienyl lithium by arene-catalysed lithiation of the corresponding chloro derivatives. Synthetic applications

Authors :
Humberto Ferreira
Lucette Duhamel
Jean Gralak
Mohamed Si-Fodil
Source :
Tetrahedron Letters. 39:8975-8978
Publication Year :
1998
Publisher :
Elsevier BV, 1998.

Abstract

Vinylic lithium reagents 1 and 2 could be obtained by the title procedure from their chloro precursors 5 and 6 instead of the less stable corresponding bromo derivatives 3 and 4 . Condensation with carbonyl compounds leads to interesting synthetic applications such as a two steps synthesis of retinal 13 from β-cyclocitral 10 .

Details

ISSN :
00404039
Volume :
39
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........738450673235d5782df3ec8c2ba9c405
Full Text :
https://doi.org/10.1016/s0040-4039(98)02031-0