Electron spin resonance spectroscopic investigation of carbohydrate radicals. 4. 1, 2-Acyloxyl migration in pyranosyl radicals

…, R Sustmann, KS Groeninger, M Leisung…

Index: Korth, Hans-Gert; Sustmann, Reiner; Groeninger, Kay Stefan; Leisung, Michael; Giese, Bernd Journal of Organic Chemistry, 1988 , vol. 53, # 18 p. 4364 - 4369

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Citation Number: 82

Abstract

Results ESR Spectra. The tetra-0-acetylgalactosyl radical (5) was produced in nonpolar solvents by abstraction of a selenophenyl group or a bromine atom from 6 with photolytically generated trialkyltin radicals. The analysis of its ESR spectrum reveals that it adopts more or less a half-chair conformation. 8 Above 0" C additional signals were present in the ESR spectrum. The presumption that the signals were due to the rearranged radical 7 was ...

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