Absolute stereochemistry and conformational analysis of achaetolide isolated from Ophiobolus sp.

Achaetolide, as reported by Bodo et al. in 1983, was isolated from a fermentation broth of Ophiobolus sp. We established the absolute stereochemistry of achaetolide to be 3S,6R,7S,9R by way of relative stereochemical assignment with 1H NMR analyses employing the corresponding acetonide, determination of C3 and C9 stereochemistries by an extended Mosher method.