Synthesis and biological activity of the (-)-(2R,3S,4S)-3-azido-4-methoxy-2-(1 ' S-methoxy-2 '-azido)ethyl-thiolane

Authors
Arcelli, A Cere, V Peri, F Pollicino, S Sabatino, P
Citation
A. Arcelli et al., Synthesis and biological activity of the (-)-(2R,3S,4S)-3-azido-4-methoxy-2-(1 ' S-methoxy-2 '-azido)ethyl-thiolane, TETRAHEDR-A, 11(6), 2000, pp. 1389-1395
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
6
Year of publication
2000
Pages
1389 - 1395
Database
ISI
SICI code
0957-4166(20000407)11:6<1389:SABAOT>2.0.ZU;2-9
Abstract
A stereospecific ring contraction reaction, promoted by NaN3, was detected starting from a thiepane derivative obtained from D-sorbitol, an inexpensiv e alcohol sugar. The major polyfunctionalized thiolane derivative obtained was investigated as a potential glycosidase inhibitor. (C) 2000 Published b y Elsevier Science Ltd. All rights reserved.