GENERATION AND DIELS-ALDER REACTIONS OF T-BUTYL 2H-AZIRINE-3-CARBOXYLATE

Authors
ALVES MJ GILCHRIST TL
Citation
Mj. Alves et Tl. Gilchrist, GENERATION AND DIELS-ALDER REACTIONS OF T-BUTYL 2H-AZIRINE-3-CARBOXYLATE, Tetrahedron letters, 39(41), 1998, pp. 7579-7582
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
41
Year of publication
1998
Pages
7579 - 7582
Database
ISI
SICI code
0040-4039(1998)39:41<7579:GADROT>2.0.ZU;2-6
Abstract
The azirinyl ester 2 (R = Bu-t) has been generated by thermolysis of t -butyl 2-azidoacrylate. It is too unstable to allow its full character isation but it has been intercepted by Diels-Alder cycloaddition to se veral dienes. Addition to a chiral diene 8 is highly diastereoselectiv e. (C) 1998 Elsevier Science Ltd. All rights reserved.