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Epimanool is reported for the first time in high yield (up to 7% w/w) from the New Zealand endemic shrub Celmisia viscosa (Asteraceae), together with a new derivative, containing the first natural example of a 2,6-dideoxy-hexopyran-3-ulose. The absolute stereochemistry of epimanool was proven by conversion to manool ketone, which also showed the potential of this plant as a source of perfume starting material. Epimanool is present in the sticky exudate on the leaf surfaces of C. viscosa.

Epimanool and a New 2,6-Dideoxy-hexopyran-3-ulose Derivative from Celmisia viscosa