Synthesis of glycosyl-1-phosphates via dehydrative glycosylation.
[reaction: see text] Direct synthetic access to glycosyl-1-phosphates is accomplished with the dehydrative coupling of carbohydrate hemiacetals and dialkyl phosphates, employing 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 selectivity.
Garcia
B A
BA
Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
Gin
D Y
DY
D006031:Glycosylation; D007202:Indicators and Reagents; D013403:Sugar Phosphates / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D013403:Sugar Phosphates