Topic
Glucal
About: Glucal is a research topic. Over the lifetime, 590 publications have been published within this topic receiving 8960 citations. The topic is also known as: D-glucal.
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TL;DR: In this paper, an unsaturated 6-deoxy-l -hexopyranosyltheophylline diacetate was synthesized, starting from l -rhamnopyranose tetraacetate.
12 citations
TL;DR: In this article, aqueous 1,4-dioxane has been investigated for the hydrolysis of d -glucal triacetate (1), d -galactal triactate (11 ), and d -arabinal diacetate(6 ) in refluxing, 1 4 dioxane, each of which is readily converted into a partially acetylated aldehydo -hex-2-enopyranose via the related pseudo-glycal.
12 citations
TL;DR: In this paper, reaction of the ArSCl adducts formed in situ from the protected glucals with carbon nucleophiles in the presence of SnCl4 is proposed as a novel route for a stereoselective synthesis of various C-β-D-glucosides.
12 citations
TL;DR: In this paper, the acid-resistant phenylsulfonylethylidene (PSE) acetal, d-glucal privileged the additive pathway over the Ferrier I rearrangement when confronted with protic nucleophiles.
12 citations
TL;DR: Venturello's phosphotungstate complex and titanium(IV) isopropoxide [Ti(O-i-Pr) 4 ] were successfully used as catalysts for the epoxidation-alcoholysis of glycals using hydrogen peroxide [H 2 O 2 ].
Abstract: Venturello's phosphotungstate complex and titanium(IV) isopropoxide [Ti(O-i-Pr) 4 ] were successfully used as catalysts for the epoxidation-alcoholysis of glycals using hydrogen peroxide [H 2 O 2 ]. Reaction substrates included a range of variously protected glycals and different alcohols were used as solvents. Ti(O-i-Pr) 4 was only effective in methanol as solvent, but gave methyl glycosides in high yields and high selectivities. The Venturello complex proved to be a very versatile and efficient catalyst. Apart from epoxidation-alcoholysis in alcoholic solvents it also showed activity in biphasic conditions to allow for glycosylation of long-chain alcohols and was very effective in the stereoselective dihydroxylation of benzylated glucal.
12 citations