An extractive from the fruits of Piper peepuloides has been shown to be (+)-diaeudesmin, the first naturally occurring diaxially substituted 3,7-dioxabicyclo-[3,3,0]-octane, whose stereochemistry is shown by its 1H n.m.r. spectrum and optical rotation.
C. K. Atal, K. L. Dhar and A. Pelter, J. Chem. Soc. C, 1967, 2228 DOI: 10.1039/J39670002228
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