CONJUGATE ADDITION-REACTIONS OF A (DIETHOXYPHOSPHINOYL)DIFLUOROMETHYLANION EQUIVALENT TO ACYCLIC AND CYCLIC VINYL SULFONES

Authors
BLADES K LAPOTRE D PERCY JM
Citation
K. Blades et al., CONJUGATE ADDITION-REACTIONS OF A (DIETHOXYPHOSPHINOYL)DIFLUOROMETHYLANION EQUIVALENT TO ACYCLIC AND CYCLIC VINYL SULFONES, Tetrahedron letters, 38(33), 1997, pp. 5895-5898
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
33
Year of publication
1997
Pages
5895 - 5898
Database
ISI
SICI code
0040-4039(1997)38:33<5895:CAOA(>2.0.ZU;2-D
Abstract
Cerium-mediated conjugate additions of (diethoxyphosphinoyl)difluorome thyllithium to cyclic vinyl sulfones proceeded smoothly; reduction aff orded the products of formal alkylation, attaching the difluoromethyle ne phosphonate group to a secondary carbon atom. With acyclic vinyl su lfones, the addition was considerably less efficient and deprotonation competed with addition. Addition failed completely in the absence of cerium(III) chloride. (C) 1997 Elsevier Science Ltd.