CYCLOADDITIONS OF 3,4-DIHYDRO-2H-PYRROLE 1-OXIDE TO METHYLENE-GAMMA-BUTYROLACTONES

Authors
ALONSOPERARNAU D DEMARCH P ELARRAD M FIGUEREDO M FONT J PARELLA T
Citation
D. Alonsoperarnau et al., CYCLOADDITIONS OF 3,4-DIHYDRO-2H-PYRROLE 1-OXIDE TO METHYLENE-GAMMA-BUTYROLACTONES, Tetrahedron, 53(43), 1997, pp. 14763-14772
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
43
Year of publication
1997
Pages
14763 - 14772
Database
ISI
SICI code
0040-4020(1997)53:43<14763:CO31TM>2.0.ZU;2-5
Abstract
In the reactions of nitrone 1 with several methylene-gamma-butyrolacto nes 2-5 we have isolated and identified in all the cases the correspon ding [3+2] cycloadducts. In all the adducts the oxygen atom of the dip ole has linked to the more substituted carbon atom of the exocyclic do uble bond of the lactone. For lactone 5 the exocyclic double bond has shown higher reactivity than the endocyclic. Herein three new heterocy clic skeletons are reported. (C) 1997 Elsevier Science Ltd.