Echinothiophene, a Novel Benzothiophene Glycoside from the Roots of Echinops grijissii
Organic Letters1999Vol. 1(2), pp. 197–198
Citations Over TimeTop 15% of 1999 papers
Abstract
The structure of echinothiophene, the β-d-glucoside of a benzo[b]thiophene lactone bearing a novel skeleton, has been deduced from extensive NMR and MS studies. The compound undergoes facile epimerization at the C-6 center, perhaps through the enol 2. Molecular mechanics and dynamics calculations indicated that the structure 1 (C-6, R) is more stable than 3 (C-6, S).
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