A mild and easy one-pot procedure for the synthesis of 2-deoxysugars from glycals

Authors
Costantino, V Imperatore, C Fattorusso, E Mangoni, A
Citation
V. Costantino et al., A mild and easy one-pot procedure for the synthesis of 2-deoxysugars from glycals, TETRAHEDR L, 41(47), 2000, pp. 9177-9180
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
47
Year of publication
2000
Pages
9177 - 9180
Database
ISI
SICI code
0040-4039(20001118)41:47<9177:AMAEOP>2.0.ZU;2-A
Abstract
Glycals can be converted into the corresponding 2-deoxysugars in good yield s by treatment with N-iodosuccinimide in CH3CN-H2O 95:5 and removal of the iodide group using Na2S2O4 in DMF/H2O at room temperature. This method is e asy to apply, sufficiently mild to allow the survival of acid-sensitive gro ups such as silyl and trityl ethers and less harmful to the environment tha n metal-based reactions. (C) 2000 Elsevier Science Ltd. All rights reserved .