Journal ArticleDOI
Selective acylation of pyranoside—I.: Benzoylation of methyl α-d-glycopyranosides of mannose, glucose and galactose☆
J.M. Williams,A.C. Richardson +1 more
TLDR
In this paper, the order of reactivity of secondary OH groups has been deduced from the results and is different for each glycoside, being 2-OH > 3-OH> 4-OH for the glucoside, 3-H > 2-HO > 4-HO for the mannoside, and 2-H, 3H, 4H > 4H for the galactoside.About:
This article is published in Tetrahedron.The article was published on 1967-01-01. It has received 198 citations till now. The article focuses on the topics: Galactoside & Glucoside.read more
Citations
More filters
Journal ArticleDOI
Iodonium ion promoted reactions at the anomeric centre. II An efficient thioglycoside mediated approach toward the formation of 1,2-trans linked glycosides and glycosidic esters
TL;DR: NIS together with a catalytic amount of trifluoromethanesulfonic acid proved to be very convenient for the rapid, high-yielding and stereoselective (1,2-trans) glycosidation of esterified thioglycosides with glycosyl acceptors.
Book ChapterDOI
Relative Reactivities of Hydroxyl Groups in Carbohydrates
TL;DR: In this paper, the authors discuss the important reactions of the hydroxyl group in esterification, and explain the reason for the favored reactivity of certain acyl halides with ethanol, in acetone or chloroform solution.
Journal ArticleDOI
Enzymology of gallotannin and ellagitannin biosynthesis.
Ruth Niemetz,Georg G. Gross +1 more
TL;DR: Postulates that had been formulated already decades ago were proven by the purification of a new laccase-like phenol oxidase from leaves of fringe cups that regio- and stereospecifically oxidized pentagallyoylglucose to the monomeric ellagitannin, tellimagrandin II.
Journal ArticleDOI
Plant polyphenols (vegetable tannins): gallic acid metabolism
Edwin Haslam,Y. Cai +1 more
References
More filters
Journal ArticleDOI
The thermodynamics of mutarotation of some sugars: ii. theoretical considerations
M. A. Kabayama,D. Patterson +1 more
TL;DR: In this article, an interpretation of ΔH and ΔS for mutarotation of D-glucose, D-xylose, maltose, lactose, and cellobiose is given in terms of changes in the hydration of the reducing hydroxyl group.
Journal ArticleDOI
Conformations and proton coupling constants in some methyl 4,6-O-benzylidene-α-d-hexopyranosides
TL;DR: The PMR spectra of thirty-six methyl 4,6-O-benzylidene-aldohexopyranosides with the α-d-altro, α-D-manno, α -d-allo, α −d-gluco, and 2-deoxy-α −D-arabino configurations have been measured at 60 Mc/s and partially analyzed as mentioned in this paper.
Journal ArticleDOI
Conformational Analysis. II. Esterification Rates of Cyclohexanols1
Ernest L. Eliel,Carl A. Lukach +1 more