PALLADIUM-CATALYZED ALLYLIC ACETOXYLATION OF DIALKYL ALLYL PHOSPHONATES

Authors
PRINCIPATO B MAFFEI M SIV C BUONO G PEIFFER G
Citation
B. Principato et al., PALLADIUM-CATALYZED ALLYLIC ACETOXYLATION OF DIALKYL ALLYL PHOSPHONATES, Tetrahedron, 52(6), 1996, pp. 2087-2096
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
6
Year of publication
1996
Pages
2087 - 2096
Database
ISI
SICI code
0040-4020(1996)52:6<2087:PAAODA>2.0.ZU;2-D
Abstract
The catalytic acetoxylation of dialkyl allyl phosphonates with the Pd( OAc)(2)/benzoquinone/MnO2/HOAc system leads, regioselectively, to dial kyl 3-acetoxy 1-alkenyl phosphonates. On the basis of the regio- and s tereoselectivity of the reaction, a mechanism is proposed which involv es a (pi-allyl) palladium complex as intermediate.