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.