CARBANIONIC DISPLACEMENT-REACTIONS AT PHOSPHORUS - SYNTHESIS AND REACTIVITY OF -OXO-2-(1,3-DITHIAN-2-YL)-1,3,2-DIOXAPHOSPHORINANE

Citation
B. Iorga et al., CARBANIONIC DISPLACEMENT-REACTIONS AT PHOSPHORUS - SYNTHESIS AND REACTIVITY OF -OXO-2-(1,3-DITHIAN-2-YL)-1,3,2-DIOXAPHOSPHORINANE, Bulletin de la Societe chimique de France, 134(10-11), 1997, pp. 891-895
Citations number
38
ISSN journal
00378968
Volume
134
Issue
10-11
Year of publication
1997
Pages
891 - 895
Database
ISI
SICI code
0037-8968(1997)134:10-11<891:CDAP-S>2.0.ZU;2-0
Abstract
We describe the formation and reactivity of the lithiated carbanion of 2-oxo-2-(1,3-dithian-2-yl)1,3,2-dioxaphosphorinane 3b. The derived ca rbanion 2b is prepared in quantitative yield bg; internal quench conde nsation of 1,3-dithiane and chloro-5,5-dimethyl-2-oxo-1,3,2-dioxaphosp horinane 1b with two equivalents of LDA at low temperature. The carban ion 2b is reacted with a variety of ketones in one-carbon homologation reaction and a comparison with other reagents is done.