INTRAMOLECULAR CYCLOADDITION OF 5-ALKENYL-1-PYRROLINE 1-OXIDE-5-CARBOXYLIC ESTERS

Authors
BLACK DS CRAIG DC EDWARDS GL LAAMAN SM
Citation
Ds. Black et al., INTRAMOLECULAR CYCLOADDITION OF 5-ALKENYL-1-PYRROLINE 1-OXIDE-5-CARBOXYLIC ESTERS, Tetrahedron letters, 39(32), 1998, pp. 5849-5852
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
32
Year of publication
1998
Pages
5849 - 5852
Database
ISI
SICI code
0040-4039(1998)39:32<5849:ICO51>2.0.ZU;2-J
Abstract
Some 5-alkenyl-1-pyrroline-1-oxide-5-carboxylic eaters have been prepa red by alkylation of a related nitrone carboxylic eater. On thermal tr eatment, they undergo regioselective intramolecular 1,3-dipolar cycloa ddition to give a range of cycloadducts, which can be hydrogenolysed t o generate azabicyclic compounds and unusual cyclic amino eaters. (C) 1998 Elsevier Science Ltd. All rights reserved.