ALPHA-METHOXY-BENZYLMETALS - ORIGINAL SYNTHESIS AND REACTIVITY

Authors
KRIEF A BOUSBAA J
Citation
A. Krief et J. Bousbaa, ALPHA-METHOXY-BENZYLMETALS - ORIGINAL SYNTHESIS AND REACTIVITY, Tetrahedron letters, 38(35), 1997, pp. 6289-6290
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
35
Year of publication
1997
Pages
6289 - 6290
Database
ISI
SICI code
0040-4039(1997)38:35<6289:A-OSAR>2.0.ZU;2-A
Abstract
Although 1-methoxy-1-methylseleno-toluene is efficiently metallated by KDA, the same compound as well as its higher homologues react with t- butyllithium producing l-methoxy benzyllithiums via the C-Se bond clea vage. These species are efficiently alkylated by alkyl halides, even t he secondary ones and react with THF in the presence of BF3-OEt2 to pr oduce the homologated tetrahydropyran derivative in good yield. (C) 19 97 Published by Elsevier Science Ltd.