Journal ArticleDOI
Regioselective enhancement of the nucleophilicity of the hydroxyl groups in methyl α-l-rhamnopyranoside by complexation with tin(II) chloride
TLDR
In this paper, a tentative mechanism for complexation, and a possible model of a tin(II)chloride-methyl glycoside intermediate complex, have been established largely from analysis of methyl ethers formed on methylation of methyl α- l -rhamnopyranoside and its monomethyl ethers by diazomethane in the presence of a catalytic amount of tin (II) chloride in selected solvents.About:
This article is published in Carbohydrate Research.The article was published on 1983-07-16. It has received 4 citations till now. The article focuses on the topics: Tin(II) chloride & Diazomethane.read more
Citations
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Regioselective methylation of methyl glycopyranosides with diazomethane in the presence of transition-metal chlorides and of boric acid
TL;DR: Partial methylation of the methyl pyranosides of a number of pentoses, hexoses, 6-deoxyhexoses, methyl uronates and their methyl ethers with diazomethane in the presence of transition-metal chlorides and boric acid was studied.
Journal ArticleDOI
A single-step synthesis of methyl 3-O-methyl-α-D-manno-, -α-D-galacto-, -α-L-rhamno-, and -α-L-fuco-pyranoside
Wensheng Liao,Yu Liu,Depei Lu +2 more
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Regioselective methylation of methyl α-l-fucopyranoside with diazomethane in the presence of tin(II) chloride
Journal ArticleDOI
Tuneable regioselectivity during the mono-etherification of the 2,3-diol of a mannose derivative
TL;DR: Selective mono-etherification of the 2-, and 3-hydroxyl groups of methyl 4,6-O-isopropylidene-α-d-mannopyranoside using tin(II) chloride catalysed reactions of diaryldiazomethanes is reported.
References
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Journal ArticleDOI
Gas‐Liquid Chromatography and Mass Spectrometry in Methylation Analysis of Polysaccharides
TL;DR: New methylation procedures and the combined application of gas-liquid chromatography and mass spectrometry for qualitative and quantitative analysis of mixtures of methylated sugars permit methylation analysis of polysaccharides to be performed more accurately, faster and with less material than previously as discussed by the authors.
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Nucleic acid related compounds. 12. The facile and high-yield stannous chloride catalyzed monomethylation of the cis-glycol system of nucleosides by diazomethane.
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Some reactions of tin (II) chloride in nonaqueous solution
TL;DR: In this article, the reaction of tin (II) chloride with a number of nitrogen and oxygen compounds in several nonaqueous solvents is reported and structural aspects of the compounds are discussed.