Synthesis of glycosyl-1-phosphates via dehydrative glycosylation

Authors
Garcia, BA Gin, DY
Citation
Ba. Garcia et Dy. Gin, Synthesis of glycosyl-1-phosphates via dehydrative glycosylation, ORG LETT, 2(14), 2000, pp. 2135-2138
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
14
Year of publication
2000
Pages
2135 - 2138
Database
ISI
SICI code
1523-7060(20000713)2:14<2135:SOGVDG>2.0.ZU;2-6
Abstract
[GRAPHICS] Direct synthetic access to glycosyl-1-phosphates is accomplished with the d ehydrative coupling of carbohydrate hemiacetals and dialkyl phosphates, emp loying dibenzothiophene-5-oxide and triflic anhydride. The procedure offers a new and versatile method for efficient preparation of a host of glycosyl -1-phosphates of variable structure with good control over anomeric selecti vity.