Palladium-catalyzed hydrophosphorylation of 1,3-dienes leading to allylphosphonates

Authors
Mirzaei, F Han, LB Tanaka, M
Citation
F. Mirzaei et al., Palladium-catalyzed hydrophosphorylation of 1,3-dienes leading to allylphosphonates, TETRAHEDR L, 42(2), 2001, pp. 297-299
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
2
Year of publication
2001
Pages
297 - 299
Database
ISI
SICI code
0040-4039(20010108)42:2<297:PHO1LT>2.0.ZU;2-W
Abstract
Palladium-catalyzed 1,4-hydrophosphorylation of 1,3-dienes efficiently take s place with 4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 2-oxide HP(O)(OCMe2 CMe2O) to afford the corresponding allylphosphonates selectively in high yi elds. Mechanistic studies have revealed that the reaction proceeds through addition of intermediate H-Pd species to 1,3-diene generating a pi -allylpa lladium complex, which affords the adduct via subsequent reductive eliminat ion. (C) 2000 Elsevier Science Ltd. All rights reserved.