PHOTOLYSIS OF SUGAR ANOMERIC DIAZIDES - SUGAR-DERIVED TETRAZOLES AS EVIDENCES FOR A MAJOR NITRENE DECOMPOSITION PATHWAY

Authors
PRALY JP DISTEFANO C DESCOTES G FAURE R
Citation
Jp. Praly et al., PHOTOLYSIS OF SUGAR ANOMERIC DIAZIDES - SUGAR-DERIVED TETRAZOLES AS EVIDENCES FOR A MAJOR NITRENE DECOMPOSITION PATHWAY, Tetrahedron letters, 35(1), 1994, pp. 89-92
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
1
Year of publication
1994
Pages
89 - 92
Database
ISI
SICI code
0040-4039(1994)35:1<89:POSAD->2.0.ZU;2-E
Abstract
The preponderance of regioisomeric sugar-derived tetrazoles (up to 75% total yield) obtained upon photolysis of protected (benzyl, acetyl) g lucopyranosylidene diazides, even in the presence of added acrylonitri le, proved that azidonitrene intermediates predominate over anomeric c arbenes, in the reaction. Revisions are presented for its mechanism an d one structure.