N-Iodosuccinimide-mediated intramolecular aglycon delivery

Authors
Ennis, SC Fairbanks, AJ Slinn, CA Tennant-Eyles, RJ Yeates, HS
Citation
Sc. Ennis et al., N-Iodosuccinimide-mediated intramolecular aglycon delivery, TETRAHEDRON, 57(19), 2001, pp. 4221-4230
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
19
Year of publication
2001
Pages
4221 - 4230
Database
ISI
SICI code
0040-4020(20010507)57:19<4221:NIAD>2.0.ZU;2-P
Abstract
Enol ethers may be accessed via Tebbe methylenation of either 2-O acetates or para-methoxybenzoates. N-Iodosuccinimide may then be employed to achieve both tethering and thioglycoside activation allowing the stereoselective s ynthesis of alpha -glucosides and beta -mannosides, either in a one or two step procedure. (C) 2001 Elsevier Science Ltd. All rights reserved.