Claisen-Ireland rearrangement: a new route to C-glycosides

Authors
Vidal, T Haudrechy, A Langlois, Y
Citation
T. Vidal et al., Claisen-Ireland rearrangement: a new route to C-glycosides, TETRAHEDR L, 40(31), 1999, pp. 5677-5680
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
31
Year of publication
1999
Pages
5677 - 5680
Database
ISI
SICI code
0040-4039(19990730)40:31<5677:CRANRT>2.0.ZU;2-W
Abstract
A Claisen-Ireland rearrangement led to the formation of C-glycan derivative s. Azidonitration-reduction or dihydroxylation afforded gluco- and galacto- derived beta-C-glycosides. Subsequent deprotonation of bicyclic lactones 16 allowed the control of the newly created asymmetric centre. (C) 1999 Publi shed by Elsevier Science Ltd. All rights reserved.