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.
Autori interni: | |
Autori: | DI BUSSOLO V; FIASELLA A; FRAU I; FAVERO L; CROTTI P |
Titolo: | Stereoselective synthesis of 2-O-MEM-2,3-unsaturated-beta-O-glycosides and elaboration to useful synthetic tools |
Anno del prodotto: | 2010 |
Digital Object Identifier (DOI): | 10.1016/j.tetlet.2010.07.061 |
Appare nelle tipologie: | 1.1 Articolo in rivista |
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