THE MECHANISM OF THE MITSUNOBU AZIDE MODIFICATION AND THE EFFECT OF ADDITIVES ON THE RATE OF HYDROXYL GROUP ACTIVATION

Authors
AFONSO CM BARROS MT GODINHO LS MAYCOCK CD
Citation
Cm. Afonso et al., THE MECHANISM OF THE MITSUNOBU AZIDE MODIFICATION AND THE EFFECT OF ADDITIVES ON THE RATE OF HYDROXYL GROUP ACTIVATION, Tetrahedron, 50(32), 1994, pp. 9671-9678
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
32
Year of publication
1994
Pages
9671 - 9678
Database
ISI
SICI code
0040-4020(1994)50:32<9671:TMOTMA>2.0.ZU;2-P
Abstract
The Mitsunobu azide modification has been studied by NMR using a hinde red alcohol and the principle intermediates involved have been tentati vely identified. The accelerated hydroxyl group activation in the pres ence of hydrazoic acid or of catalytic quantities of phenol gives us a n insight into the reactivity of some of the intermediates involved in these reactions.