Stereochemistry of Silychristin, Mild Dehydrogenation of Flavonols

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Abstract
3-Hydroxyflavanones can be quantitatively dehydrogenated by air in pyridine to 2,3-dehydro derivatives. The reaction was performed on silychristin [a constituent of Silybum marianum] to remove the chirality at the flavanonol ring and to assign the stereochemistry of the dihydrobenzofuran ring as 2R,3S.
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