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1,2-O-cyanoalkylidene derivatives of furanoses as 1,2-trans-glycosylating agents

โœ Scribed by Leon V. Backinowsky; Sergei A. Nepogod'ev; Alexander S. Shashkov; Nikolay K. Kochetkov

Publisher
Elsevier Science
Year
1985
Tongue
English
Weight
996 KB
Volume
138
Category
Article
ISSN
0008-6215

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โœฆ Synopsis

Treatment of acetylated L-arabinofuranose, o-galactofuranose, and Dglucofuranose with trimethylsilyl cyanide in acetonitrile in the presence of stannous chloride gave the respective 1,2-O-(l-cyanoethylidene) derivatives. Triphenylmethylium perchlorate-catalysed glycosylation of trityl ethers of monosaccharides by the above cyanoethylidene derivatives and by 3,5-di-0-benzoyl-1,2-0-(crcyanobenzylidene)-/3-L-arabinofuranose gave high yields of protected disaccharides containing a 1,2-truns-glycofuranosidic bond.

๐Ÿ“œ SIMILAR VOLUMES

Glycosylation of 1,2-O-cyanoethylidene d
Glycosylation of 1,2-O-cyanoethylidene derivatives of carbohydrates
โœ Vitali I. Betaneli; Leon V. Backinowsky; Narguiz ร‰. Byramova; Michael V. Ovchinn ๐Ÿ“‚ Article ๐Ÿ“… 1983 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 366 KB

The synthesis of polysaccharides containing oligosaccharide repeating units has been accomplished by polycondensation of suitable monomers, namely, trityl ethers of 1,2-0(1-cyanoethylidene) derivatives of the respective oligosaccharides'-3. These monomers were prepared from 1,2-0-(1-cyanoethylidene)