A GENERAL AND EFFICIENT SYNTHESIS OF BETA -KETOPHOSPHONATES

Citation
P. Coutrot et al., A GENERAL AND EFFICIENT SYNTHESIS OF BETA -KETOPHOSPHONATES, Bulletin de la Societe chimique de France, 132(9), 1995, pp. 925-942
Citations number
77
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology,Chemistry
ISSN journal
00378968
Volume
132
Issue
9
Year of publication
1995
Pages
925 - 942
Database
ISI
SICI code
0037-8968(1995)132:9<925:AGAESO>2.0.ZU;2-O
Abstract
The acylation of organocuprates or organolithiated reagents with 2-dia lkylphosphonoalkanoyl chlorides or dialkylphosphonofluoroacetyl chlori des represents a general and efficient route to beta-ketophosphonates. A Horner reaction between the lithiated anions derived from alpha-flu oro-beta-ketophosphonates and aldehydes leads to 2-fluoro-2-enones whe reas the lithiated anions derived from gamma-acetylenic-beta-ketophosp honates afford enynones.