ISSN:
1434-193X
Keywords:
Carbohydrates
;
Glycofuranosides
;
Thiofuranosides
;
Glycosylations
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
---The general formation of 1,2-trans-thioglycofuranosides derived from D-galactose, D-glucose and D-mannose was readily accomplished starting from the corresponding alkyl glycofuranosides via per-O-acetyl-hexofuranoses as key synthons. Glycosidation of ethyl or phenyl perbenzylated 1,2-trans-thiofuranosides afforded disaccharides containing a nonreducing 1,2-cis-hexofuranosyl unit, i.e. α-D-galactosyl, α-D-glucosyl or β-D-mannosyl, with interesting diastereoselectivities. Activation of the thiofuranosyl donors was performed by N-iodosuccinimide and a catalytic amount of tin(II) trifluoromethanesulfonate.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
Permalink
