A CONVENIENT ROUTE TO 1-ALKOXYMETHYLVINYLPHOSPHONATES - A NOVEL REACTION OF DIETHYLPHOSPHONOACETIC ACID

Authors
KRAWCZYK H
Citation
H. Krawczyk, A CONVENIENT ROUTE TO 1-ALKOXYMETHYLVINYLPHOSPHONATES - A NOVEL REACTION OF DIETHYLPHOSPHONOACETIC ACID, Phosphorus, sulfur and silicon and the related elements, 113(1-4), 1996, pp. 39-45
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
113
Issue
1-4
Year of publication
1996
Pages
39 - 45
Database
ISI
SICI code
1042-6507(1996)113:1-4<39:ACRT1->2.0.ZU;2-Y
Abstract
1-Alkoxymethylvinylphosphonates 3a-e have been synthesized by piperidi ne catalyzed condensation of diethylphosphonoacetic acid 1 with parafo rmaldehyde in the presence of various primary and secondary alcohols. Similar reaction of the acid 1 with paraformaldehyde and sorbic alcoho l 3f afforded a mixture of three bicyclic compounds 7, 9 and 11 in a r atio 2:1:1, respectively. The latter results strongly evidence the int ermediacy of phosphonoacrylic acid 4 in the condensation. Under analog ous conditions the olefin 14 was obtained from the acid (E,Z)-13.