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5-Thiopyranoses. Part 8. Sulphur participation in displacement reactions of sulphonate esters of 5-thio-D-ribose and 5-thio-D-xylose derivatives

โœ Scribed by Hughes, Neil A.; Wood, Christopher J.


Book ID
120984399
Publisher
Royal Society of Chemistry
Year
1986
Weight
763 KB
Category
Article
ISSN
1472-7781

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Sulfur participation in methanolysis and
โœ Hironobu Hashimoto; Hideya Yuasa ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 254 KB

Acid methanolysis of 5-deoxy-5-thio-D-glucose derivatives gave the $-O-methyl glycoside 4 and the 4,6-di-0-methylated dimethyl acetal 1, indicating transannular participation of the sulfur atom. Similarly, acetolysis of the corresponding per-O-alkylated glucosides gave the 1,4diacetates, 13 and 17.