Anomalous reactivity of diphenylhydroxymethylphosphine oxide in the synthesis of a phosphorylated ether by oxa-Michael reaction

Authors
Cristau, HJ Virieux, D
Citation
Hj. Cristau et D. Virieux, Anomalous reactivity of diphenylhydroxymethylphosphine oxide in the synthesis of a phosphorylated ether by oxa-Michael reaction, TETRAHEDR L, 40(4), 1999, pp. 703-706
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
4
Year of publication
1999
Pages
703 - 706
Database
ISI
SICI code
0040-4039(19990122)40:4<703:ARODOI>2.0.ZU;2-V
Abstract
Vinylic phosphorus compounds were found to react as Michael olefins with al cohols in basic catalytic conditions. Several phosphorylated polyethers wer e obtained in such a way. In analogous conditions, the hydroxymethylphosphi ne oxide used as alcoholic reagent looses formaldehyde leading to 1,2-dipho sphorus compound formation. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.