1254-38-2Relevant articles and documents
CYCLITOLS FROM CROTON CELTIDIFOLIUS
Mukherjee, R.,Axt, Edgardo M.
, p. 2682 - 2684 (1984)
Croton celtidifolius has been found to contain 1L-1-O-methyl-myo-inositol, neo-inositol and sitosterol.Structure of 1L-1-O-methyl-myo-inositol pentaacetate, elaborated by NMR decoupling technique, is described.Key Word Index - Croton celtidifolius; Euphorbiaceae; cyclitols; 1L-1-O-methyl-myo-inositol; neo-inositol; sitosterol.
STEREOCONFIGURATION OF SEQUOYITOL BY HIGH RESOLUTION 1H NMR
Mukherjee, R.,Medeiros, Cleane L. C. de
, p. 279 - 281 (1988)
The stereoconfiguration of sequoyitol, isolated as the pentaacetate from the leaves of Podocarpus sellowii, has been established by comparing its 1H NMR spectrum with that of myo-inositol hexaacetate.Key Word Index - Podocarpus sellowii; Podocarpaceae; sequoyitol; 5-methoxy-myo-inositol; myo-inositol.
Kiely et al.
, p. 3289 (1968)
Kiely et al.
, p. 1386 (1969)
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Fatiadi
, p. 237,238 (1968)
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Site-Selective, Copper-Mediated O-Arylation of Carbohydrate Derivatives
Dimakos, Victoria,Garrett, Graham E.,Taylor, Mark S.
supporting information, p. 15515 - 15521 (2017/11/06)
Site-selective functionalization of hydroxy groups in sugar derivatives is a major challenge in carbohydrate synthesis. Methods for achieving this goal will provide efficient access to new sugar-derived chemical building blocks and will facilitate the preparation or late-stage modification of complex oligosaccharides for applications in glycobiology research and drug discovery. Here, we describe site-selective, copper-promoted couplings of boronic acids with carbohydrate derivatives. These reactions generate sugar-derived aryl ethers, a structural class that is challenging to generate by other means and has not previously been accessed in a site-selective fashion. Experimental evidence and computational modeling suggest that the formation of a sugar-derived boronic ester intermediate is crucial to the selectivity of these processes, accelerating the arylation of an adjacent hydroxy group. The results demonstrate how the interactions of sugars with boron compounds can be combined with transition metal catalysis to achieve new chemical reactivity.
Cu(ClO4)2·6H2O catalyzed solvent free per-O-acetylation and sequential one-pot conversions of sugars to thioglycosides
Chatterjee, Debnath,Paul, Abhijit,Rajkamal,Yadav, Somnath
, p. 29669 - 29674 (2015/05/20)
The solvent free per-O-acetylation of various reducing and non-reducing sugars has been carried out using stoichiometric amounts of acetic anhydride and copper(ii) perchlorate hexahydrate as the catalyst. The reactions with various reducing monosaccharides have also been followed by a one-pot sequential conversion to the corresponding thioglycosides in high yields. This journal is