Topic
Glycal
About: Glycal is a research topic. Over the lifetime, 897 publications have been published within this topic receiving 17422 citations.
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TL;DR: Olefins react with glycals in the presence of Lewis acids providing a new route to C-glycosides as mentioned in this paper, and they can be used to synthesize C-Glycosides.
17 citations
TL;DR: The Heck coupling of bromo-chloro-iodopyridines with TBS-protected deoxyribose glycal produced a small library of title 2,6-disubstituted pyridine C-deoxyribonucleosides, which did not exert antiviral or cytostatic effects.
Abstract: 2-Bromo-6-chloro- and 6-bromo-2-chloropyridin-3-yl deoxyribonucleosides were prepared by the Heck coupling of bromo-chloro-iodopyridines with TBS-protected deoxyribose glycal. Some of their Pd-catalyzed cross-coupling reactions proceeded chemoselectively at the position of the bromine, whereas nucleophilic substitutions were unselective and gave mixtures of products. The mono-substituted intermediates were used for another coupling or nucleophilic substitution giving rise to a small library of title 2,6-disubstituted pyridine C-deoxyribonucleosides. The title nucleosides did not exert antiviral or cytostatic effects.
17 citations
TL;DR: In this paper, a stereoselective methodology was developed for the construction of cis-fused perhydrofuro[2,3-b]furans via 3-C-branched glycal derivatives, involving Claisen rearrangement of sugar-derived allyl vinyl ethers, followed by a one-pot ozonolysis and acid-mediated acetalization.
17 citations
TL;DR: In this paper, a RuO4-catalyzed oxidative cleavage of 6-deoxyglucal diacetate (5d) derived from D-glucalin triacetate was performed, followed by alkaline hydrolysis and acidic work up.
Abstract: 5-Deoxy-D-arabinono-1,4-lactone (2) was synthesized by a RuO4-catalyzed oxidative cleavage of 6-deoxyglucal diacetate (5d), derived from D-glucal triacetate (3), followed by alkaline hydrolysis and acidic work-up.
17 citations
TL;DR: Several glycosidases have been investigated with respect to their regioselectivity in the formation of glyclosidic bonds between various donor sugars and glycal acceptors as mentioned in this paper.
17 citations