A NOVEL EFFECTIVE TRANSITION-METAL BASED SALT-CATALYZED AZIDOLYSIS OF1,2-EPOXIDES

Authors
CROTTI P DIBUSSOLO V FAVERO L MACCHIA F PINESCHI M
Citation
P. Crotti et al., A NOVEL EFFECTIVE TRANSITION-METAL BASED SALT-CATALYZED AZIDOLYSIS OF1,2-EPOXIDES, Tetrahedron letters, 37(10), 1996, pp. 1675-1678
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
10
Year of publication
1996
Pages
1675 - 1678
Database
ISI
SICI code
0040-4039(1996)37:10<1675:ANETBS>2.0.ZU;2-H
Abstract
A simple, efficient, stereoselective, and in some cases usefully non-r egioselective method for the synthesis of beta-azido alcohols by the d irect opening of 1,2-epoxides with 1,1,3,3-tetramethylguanidinium azid e (TMGA) in CH3CN, catalyzed by simple transition metal-based salts [H f(OTf)(4), Zr(OTf)(4), Yb(OTf)(3)], is described. Also TMSN(3) may be used in some reactions as a source of N-3(-). This new method appears to be competitive with other methods previously reported.