A norbornyl route to azasugars: a new synthesis of deoxynojirimycin analogues

Authors
Mehta, G Mohal, N
Citation
G. Mehta et N. Mohal, A norbornyl route to azasugars: a new synthesis of deoxynojirimycin analogues, TETRAHEDR L, 41(30), 2000, pp. 5741-5745
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
30
Year of publication
2000
Pages
5741 - 5745
Database
ISI
SICI code
0040-4039(20000722)41:30<5741:ANRTAA>2.0.ZU;2-A
Abstract
A new synthesis of deoxynojirimycin (DNJ) analogues (galacto- and altrose c onfiguration) has been achieved through a functionalized cyclopentene deriv ative crafted from the norbornyl system, employing double reductive aminati on as the key step. The new DNJ analogues have been evaluated against vario us glycosidases and found to be moderate to strong inhibitors. (C) 2000 Els evier Science Ltd. All rights reserved.