Topic
Pyranose
About: Pyranose is a research topic. Over the lifetime, 1619 publications have been published within this topic receiving 35348 citations. The topic is also known as: pyranoses & hexopyranose.
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TL;DR: An acetonide is the only protecting group used in the synthesis of both the enantiomers of 2,4-di-C-methyl arabinose and 2,deoxy-2,4 -di-c-methane arabinoses as discussed by the authors, and it is shown that methyl branching significantly affects the ratios of pyranose and furanose forms in aqueous solution.
7 citations
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TL;DR: In this paper, the effect of cooperativity on hydrogen-bond lengths in methyl pyranosides has been investigated using neutron diffraction data, and it was shown that an H...O bond-length shortening of approximately 0.1 A can be attributed to cooperative effects which occur when the proton donor oxygen (O/sub d/) is also a proton acceptor (H...O/Sub d/--H...) or a hemiacetal oxygen atom (O--C--O/ Sub d/sub h) which gives rise to the an
Abstract: Neutron diffraction studies on three methyl pyranosides reported previously have uncovered a strong correlation between hydrogen-bonded OH...O distances and the chemical environment of the proton-donor oxygen atoms. The pyranoside results together with previous neutron data for the related pyranose, ..cap alpha..-D-glucose, suggest that an H...O bond-length shortening of approximately 0.1 A can be attributed to cooperative effects which occur when the proton donor oxygen (O/sub d/) is also a proton acceptor (--H...O/sub d/--H...) or a hemiacetal oxygen atom --O--C--O/sub d/--H which gives rise to the anomeric or gauche effect. The latter type of cooperativity involves an intramolecular resonance phenomenon (the source of the gauche effect) and is thus somewhat different from the former type, which involves two sequential intermolecular hydrogen bonds. The consequences of cooperativity on hydrogen-bond lengths implied by the neutron data have led to the initiation of model ab initio studies which are summarized in the present communication, and which provide an a priori measure of the expected magnitude of the effect as well as a basis for a detailed theoretical understanding.
7 citations
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TL;DR: A large change of the J1,2 coupling constants of the alpha-D-furanosides, according to the substituents at C-1 and C-2, was interpreted on the basis of conformational mobility.
7 citations
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TL;DR: In this paper, a variety of pyranose derivatives with a trifluoromethyl group were synthesized and found to be excellent chiral dopants for ferroelectric liquid crystals.
Abstract: A variety of pyranose derivatives with a trifluoromethyl group were synthesized and found to be excellent chiral dopants for ferroelectric liquid crystals. Relationships between molecular structures and induced ferroelectric properties were discussed.
7 citations
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14 Oct 1986TL;DR: Arabinopyranosyl nucleoside derivatives have the heterocyclic moiety and fluorine at the 2' position of the sugar ring (pyranose configuration), which have antitumor, antiviral and antimicrobial properties as mentioned in this paper.
Abstract: Novel arabinopyranosyl nucleoside derivatives having the heterocyclic moiety and fluorine at the 2' position of the sugar ring (pyranose configuration), which have antitumor, antiviral and antimicrobial properties, are prepared by condensation of a pyrimidine, purine or 1,3-oxazine base with an acylated 2-deoxy-2,2-difluoro-D-arabinopyranoside and/or acylated 2-deoxy-2-bromo-2-fluoro-D-arabinopyranoside.
7 citations