Absolute Stereochemistry of Acremolactone A, a Novel Herbicidal Epoxydihydropyranyl γ-Lactone fromAcremonium roseumI4267

Acremolactone A was chemically degraded to the bicyclic hemiacetal gamma-lactone and an epoxycyclohexenol, and their stereochemistry was determined by spectroscopic methods. These observations and data from NOE experiments on acremolactone A led to the configurational assignment of all asymmetric carbons in acremolactone A, enabling its stereostructure to be established.