Titanium(III) reagents in carbohydrate chemistry: Glycal and C-glycoside synthesis

Authors
Spencer, RP Schwartz, J
Citation
Rp. Spencer et J. Schwartz, Titanium(III) reagents in carbohydrate chemistry: Glycal and C-glycoside synthesis, TETRAHEDRON, 56(15), 2000, pp. 2103-2112
Citations number
189
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
15
Year of publication
2000
Pages
2103 - 2112
Database
ISI
SICI code
0040-4020(20000407)56:15<2103:TRICCG>2.0.ZU;2-V
Abstract
Titanocene(III) chloride and zirconcene(III) chloride are effective and mil d reagents for radical generation in organic synthesis. In carbohydrate che mistry, these species are useful for the conversion of glycosyl halides to glycals, and for the stereospecific preparation of C-glycosides. In all cas es, the 1-glycosyl radical is an active intermediate, generated by reaction of carbohydrate substrates with the organometallic. (C) 2000 Elsevier Scie nce Ltd. All rights reserved.