Electrophilic Substitution of Aromatic Compounds by Unsaturated Sugar Derivatives
Open Access
- 1 August 1980
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 35 (8) , 1024-1027
- https://doi.org/10.1515/znb-1980-0818
Abstract
Hexenopyranosyl Carbocations, Pent-2-enopyranos-4-ulosyl Carbocations Glycals 1 and 2 react with methoxybenzene in the presence of SnCLj forming ^-substi-tuted C-glycosyl compounds 4 and 5 + 6 respectively. Under similar conditions 1-O-benzoyl-or methyl pent-2-enopyranos-4-uloses (7) and (8) react with electron rich aromatic compounds furnishing either C-glycosyl compounds or C-2 aryl substituted products depending on the nature of the aromatic component as well as the kind of substituent at C-1.Keywords
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