557793-05-2Relevant articles and documents
Stereoselective synthesis of 2-O-MEM-2,3-unsaturated-β-O-glycosides and elaboration to useful synthetic tools
Di Bussolo, Valeria,Fiasella, Annalisa,Frau, Ileana,Favero, Lucilla,Crotti, Paolo
supporting information; scheme or table, p. 4937 - 4941 (2011/01/04)
The glycosylation of alcohols by the new 2-O-MEM-substituted D-galactal-derived allyl epoxide affords the corresponding alkyl 2-O-MEM-3-deoxy-β-D-threo-hex-2-enopyranosides through a completely 1,4-regio- and a highly to completely substrate-dependent stereoselective glycosylation processes. The glycosides obtained can be regioselectively transformed into corresponding 3-deoxy-β-O-glycosides, 3-deoxy-β-D- threo-hexopyranosid-2-uloses, and 3,4-dideoxy-β-D-glycero-hex-3- enopyranosid-2-uloses, which are useful synthetic tools for further transformations.
New stereoselective β-C-glycosidation by uncatalyzed 1,4-addition of organolithium reagents to a glycal-derived vinyl oxirane
Di Bussolo, Valeria,Caselli, Micaela,Pineschi, Mauro,Crotti, Paolo
, p. 2173 - 2176 (2007/10/03)
(Matrix presented) Epoxide 4 is generated in situ from D-glucal-derived hydroxy mesylate 3. Reaction of epoxide 4 with a series of alkyl- and aryllithium reagents affords 2,3-unsaturated β-C-glycosides with excellent 1,4-regioselectivity and complete ster
