Title of article
The Photohydration of N-Glycosylpyridinium Salts and of Related Pyridinium N,O-Acetals
Author/Authors
Fabrice Glarner، نويسنده , , Bilge ACAR ، نويسنده , , Isabelle Etter، نويسنده , , Teresa Damiano، نويسنده , , Ersin A. Acar، نويسنده , , Gérald Bernardinelli، نويسنده , , Ulrich Burger، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
6
From page
4311
To page
4316
Abstract
The photolysis of N-MEM-pyridinium chloride (1e) in alkaline H2O gave N-MEM-6-azabicyclo[3.1.0]hexenol (2e). With benzoic acid in CHCl3, this bridged aziridine gave a complex aminal 7 reminiscent by its C2 symmetry of Trögerʹs base. Photolysis of α-d-glucopyranosyl pyridinium chloride (α-12) gave a 1:1 mixture of the corresponding α-d-glucopyranosyl aziridines (α-13/α-14), which were separated, after peracetylation, by crystallisation. The absolute configuration of one of the bridged aziridines (α-16) was established by X-ray analysis.
Keywords
bridged aziridines , Tr?gerיs base , aminocyclopentitols , Glucosylamines
Journal title
Tetrahedron
Serial Year
2000
Journal title
Tetrahedron
Record number
1080924
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