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Reversible generation of glycosyl radicals from telluroglycosides under photochemical and thermal conditions

โœ Scribed by Shigeru Yamago; Hiroshi Miyazoe; Jun-ichi Yoshida

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
235 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

l-~Telluroglycosides isomenze to or-isomers upon photolysis and thermolysis. The isomerization follows first-order reaction kinetics and proceeds through a glycosyl radical intermediate by homolytic C-Te bond cleavage. The radicals so generated are trapped intermolecularly by TEMPO free radical, indicating that the glycosyl radicals are efficiently generated by a non-chain mechanism.

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ChemInform Abstract: Synthesis of Vinylic C-Glycosides from Telluroglycosides. Addition of Photochemically and Thermally Generated Glycosyl Radicals to Alkynes.
โœ Shigeru Yamago; Hiroshi Miyazoe; Jun-ichi Yoshida ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 30 KB ๐Ÿ‘ 1 views

Synthesis of Vinylic C-Glycosides from Telluroglycosides. Addition of Photochemically and Thermally Generated Glycosyl Radicals to Alkynes. -Photolysis (or thermolysis) of telluroglycosides [cf. (I)] generates glycosyl radicals which react with terminal alkynes (II) to provide anomeric mixtures of