Abstract

An unusual oxidative transformation of α, β-unsaturated γ-lactone of the cardenolide gitoxin (1a) by tetra-n-butylammonium fluoride (TBAF) is reported. The structure of the product (2a) was finally confirmed by an X-ray crystal structure analysis of its genin (2b). The oxidation proceeded also in the presence of CsF, and KF + 18-crown-6.

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