Chiral 5-methyl-trihydroxypyrrolidines - Preparation from 1,2-oxazines andglycosidase inhibitory properties

Authors
Sifferlen, T Defoin, A Streith, J Le Nouen, D Tarnus, C Dosbaa, I Foglietti, MJ
Citation
T. Sifferlen et al., Chiral 5-methyl-trihydroxypyrrolidines - Preparation from 1,2-oxazines andglycosidase inhibitory properties, TETRAHEDRON, 56(7), 2000, pp. 971-978
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
7
Year of publication
2000
Pages
971 - 978
Database
ISI
SICI code
0040-4020(20000211)56:7<971:C5-PF1>2.0.ZU;2-1
Abstract
Chemical transformations of chiral 1,2-oxazines 4, 5 gave the 2,5,6-trideox y-2,5-imino D-alditols 12b, 13b in the D-altritol and D-talitol series, res pectively. Basic aldehyde epimerisation led to the D-allitol isomer 15b. Co mpound 12b is a potent alpha-L-fucosidase and alpha-D-galactosidase inhibit or. (C) 2000 Elsevier Science Ltd. All rights reserved.