HIGHLY SELECTIVE 1,3-DIPOLAR CYCLOADDITIONS OF CAPTODATIVE OLEFINS 1-ACETYLVINYL CARBOXYLATES TO DIVERSE DIPOLES

Authors
NAGARAJAN A ZEPEDA G TAMARIZ J
Citation
A. Nagarajan et al., HIGHLY SELECTIVE 1,3-DIPOLAR CYCLOADDITIONS OF CAPTODATIVE OLEFINS 1-ACETYLVINYL CARBOXYLATES TO DIVERSE DIPOLES, Tetrahedron letters, 37(38), 1996, pp. 6835-6838
Citations number
40
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
38
Year of publication
1996
Pages
6835 - 6838
Database
ISI
SICI code
0040-4039(1996)37:38<6835:HS1COC>2.0.ZU;2-Q
Abstract
Regioselective 1,3-dipolar cycloadditions of captodative 1-acetylvinyl p-nitrobenzoyloxy (1a) with propionitrile oxide, diphenylnitrile imin e and diazoalkanes provided the corresponding 5-acetyl- isoxazoles and pyrazoles. Evidence to support the formation of the initial cycloaddu cts was obtained. The addition of nitrones also proved to be highly re gio- and stereoselective. Copyright (C) 1996 Elsevier Science Ltd