ROLE OF THE ISOMERIZATION PATHWAYS IN THE STAUDINGER REACTION - A THEORETICAL-STUDY ON THE INTERACTION BETWEEN ACTIVATED KETENES AND IMIDATES

Authors
ARRIETA A UGALDE JM COSSIO FP LECEA B
Citation
A. Arrieta et al., ROLE OF THE ISOMERIZATION PATHWAYS IN THE STAUDINGER REACTION - A THEORETICAL-STUDY ON THE INTERACTION BETWEEN ACTIVATED KETENES AND IMIDATES, Tetrahedron letters, 35(25), 1994, pp. 4465-4468
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
25
Year of publication
1994
Pages
4465 - 4468
Database
ISI
SICI code
0040-4039(1994)35:25<4465:ROTIPI>2.0.ZU;2-J
Abstract
Theoretical studies on the Staudinger reaction between methoxyketene a nd a simple imidate provide an explanation for the trans stereoselecti vity observed. The key step responsible for this unusual outcome is th e facile interconversion between two zwitterionic intermediates throug h a biradical transition state.