Topic
Glycal
About: Glycal is a research topic. Over the lifetime, 897 publications have been published within this topic receiving 17422 citations.
Papers published on a yearly basis
Papers
More filters
TL;DR: In this article, an AgClO4-catalyzed in situ addition of the resultant alkenylzirconocenes to 1,2-anhydrosugars (glycal epoxides) leads to alpha-C-glycosides in moderate to high yields.
30 citations
TL;DR: In this article, the acid hypofluorite was added to six unsaturated carbohydrates that contain a vinyl ether moiety, and the reactions were rapid (5 min at −78°) and gave high yields of isomerically pure products.
30 citations
TL;DR: The use of diethyl ether as solvent and isopropylidene acetals as protecting groups improved the alpha-anomeric selectivity and NIS/AgOTf as promoter surprisingly yielded the 3-iodo-product via the glycal intermediate.
30 citations
TL;DR: The synthesis of the Fmoc-protected C-glycosyl tyrosines 1 and 2, together with two other related C-symmetric cyclic oligopeptide 4, has been achieved.
Abstract: The synthesis of the Fmoc-protected C-glycosyl tyrosines 1 and 2, together with two other related C-glycosyl tyrosines, has been achieved. Key reactions involved (i) the reaction of a glycal with an organozinc reagent (carrying an aryl iodide function) in the presence of a Lewis acid to establish the C-glycosyl linkage and (ii) subsequent cross coupling of the aryl iodide to an alanyl zinc reagent (in the presence of a Pd(0) catalyst) to complete the construction of the α-amino acid moiety. Using solid-phase peptide synthesis methods, two units of the mannosyl derivative 1 (shown as l-Tyr[C-Ac4-α-d-Man]) have been incorporated (with four units of glycine) into the linear hexapeptide 3 which was then converted to the C2-symmetric cyclic oligopeptide 4.
30 citations
TL;DR: In this paper, a 3,5-O-di-t-butylsilyl group was used to protect the β-2-deoxy-4-thio pyrimidine nucleosides.
30 citations