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: A facile and stereoselective method for Ferrier glycosylation was developed using ruthenium(III) chloride using the glycal donor reacted smoothly with several acceptors comprising different functionalities to afford corresponding 2,3-unsaturated glycosides in good to excellent yields.
Abstract: A facile and stereoselective method for Ferrier glycosylation was developed using ruthenium(III) chloride. Using this protocol, the glycal donor reacted smoothly with several acceptors comprising different functionalities to afford corresponding 2,3-unsaturated glycosides in good to excellent yields.
7 citations
Journal Article•
TL;DR: In this paper, a 3,4,6-Tri-O-acetyl-2-azido-2,deoxyaldohexopyranosyl cyanides with the α-D-gluco, β-Dgluc, α -D-galacto, β −D-manno and α −D −manno configurations have been prepared and characterized.
7 citations
TL;DR: In this article, the utility of preparing cis-2,6-disubstituted 5,6dihydro-2H-pyrans by the methodology implied in Scheme 1 is demonstrated through the preparation of the two pyrans (1) and (2).
Abstract: The utility of preparing cis-2,6-disubstituted 5,6-dihydro-2H-pyrans by the methodology implied in Scheme 1 is demonstrated through the preparation of the two pyrans (1) and (2). The overall yields for the two nine-step sequences starting from the enals (3) and (4) were 57 and 54%, respectively, whilst the overall diastereochemical yield approached 100%. The key features of the method are (i) a highly regioselective Lewis acid-catalysed cyclocondensation reaction of a nucleophilic diene with an aldehyde to afford a 2,3-dihydro-4H-pyran-4-one, (ii) reduction of a pyranone with better than 98% regio- and stereo-chemical control to give the corresponding glycal, and (iii) an ester enolate Claisen rearrangement of a glycal acetate.
7 citations
TL;DR: A phenylselenoglycosylation reaction of glycal derivatives mediated by diphenyl diselenide and phenyliodine(III) bis(trifluoroacetate) under mild conditions is described, resulting in 2-phenylseleno-2-deoxy-β-galactosides and 2- Phenylselene-β
7 citations
7 citations