A convenient synthesis of glycosyl chlorides from sugar hemiacetals using triphosgene as the chlorine source

Citation
Rm. Cicchillo et P. Norris, A convenient synthesis of glycosyl chlorides from sugar hemiacetals using triphosgene as the chlorine source, CARBOHY RES, 328(3), 2000, pp. 431-434
Citations number
27
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
328
Issue
3
Year of publication
2000
Pages
431 - 434
Database
ISI
SICI code
0008-6215(20000922)328:3<431:ACSOGC>2.0.ZU;2-Z
Abstract
Treating partially protected sugar hemiacetals with triphosgene in THF resu lts in the formation of glycosyl chlorides. The method is compatible with a cid-sensitive isopropylidene protecting groups in the hemiacetal substrates . (C) 2000 Elsevier Science Ltd. All rights reserved.