THE REACTION OF ALPHA-ALKOXYALLYLPHOSPHINE OXIDES WITH ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS - AN APPROACH TO PROSTAGLANDIN PRECURSORS

Authors
BIRSE EF IRONSIDE MD MURRAY AW
Citation
Ef. Birse et al., THE REACTION OF ALPHA-ALKOXYALLYLPHOSPHINE OXIDES WITH ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS - AN APPROACH TO PROSTAGLANDIN PRECURSORS, Tetrahedron letters, 36(35), 1995, pp. 6309-6312
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
35
Year of publication
1995
Pages
6309 - 6312
Database
ISI
SICI code
0040-4039(1995)36:35<6309:TROAOW>2.0.ZU;2-0
Abstract
The regiochemistry of the reaction of alpha-methoxyallylphosphine oxid es with alpha, beta unsaturated carbonyl compounds has been studied. W ith 2-cyclopenten-1-ones, and using a transmetallation procedure, a nu cleophilic beta-alkylation-electrophilic alpha-alkylation strategy whi ch leads to advanced prostlgandin precursors has been developed.