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: The stereochemistry of this arylation reaction is controlled by the configuration at C3 of the glycal as discussed by the authors, which is a configuration that was introduced by the authors of this paper.
Abstract: The stereochemistry of this arylation reaction is controlled by the configuration at C3 of the glycal.
TL;DR: In this paper, the 1,2-unsaturated furanoid glycal undergoes coupling reaction to produce 2,3-unaturated products (1a,b) as pure stereoisomers.
Abstract: By reaction with aromatic Grignard reagents in the presence of low valent nickel species at low temperature, the 1,2-unsaturated furanoid glycal ( 1 ) undergoes coupling reaction to produce 2,3-unsaturated products ( 1a,b ) as pure stereoisomers. When these reaction conditions are applied to protected 1,2-unsaturated pyranoid glycals ( 2, 3, 4 ), both cross-coupling and elimination reactions occur to give conjugated diene-alcohol derivatives ( 2a; 3a,b; 4a,b , respectively), in moderate yield.
TL;DR: D-Glucal, D-galactal (I), and their 6-O-protected derivatives, e.g. (IV), are benzylated in a two-step sequence.
Abstract: D-Glucal, D-galactal (I), and their 6-O-protected derivatives, e.g. (IV), are benzylated in a two-step sequence.
TL;DR: In this article, the conformational flexibility of two glycal-type neuraminidase inhibitors has been studied, using several molecular modeling techniques, and an intramolecular hydrogen bond, representing a key structural feature that controls the conformer distribution in solution, has been identified.
TL;DR: In this paper, N-acetylneuraminic acid was treated with m-chloroperbenzoic acid (MCPBA) in CH2Cl2 to obtain mixtures of the respective sulfone and glycal free from the sulfoxide.
Abstract: Treatment of acetylated phenyl thioglycoside of N-acetylneuraminic acid with m-chloroperbenzoic acid (MCPBA) in CH2Cl2 affords quantitatively mixtures of the respective sulfone and glycal free from the sulfoxide. The outcome of the reaction does not depend on the anomeric configuration of the starting thioglycoside. The sulfone can be selectively prepared (yield ∼100%) by oxidation with an excess of MCPBA and NaHCO3. In the presence of pyridine (2 equiv.) and MCPBA (2 equiv.), the major product is glycal (yields 81—88%). This version of the reaction can be regarded as a new method for the preparation of sialic acid glycals.