Abstract
Syntheses of two possible diastereoisomers (5 S, 18′ S, 19′ R)- and (5 S, 18′ R, 19′ S)-1 corresponding to the epoxy lactone that has been proposed for epoxyrollin A, a structural representative of biosynthetic precursors of tetrahydrofuran annonaceous acetogenins, are described. The 13C-NMR and tandem mass spectral data of the synthetic samples were not in accord with those recorded for natural epoxyrollin A. Consequently, the structure of epoxyrollin A needs to be revised.
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