Absolute stereochemistry of acremolactone A, a novel herbicidal epoxydihydropyranyl gamma-lactone from Acremonium roseum I4267.
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.
Sassa
Takeshi
T
Department of Bioresource Engineering, Faculty of Agriculture, Yamagata University, Tsuruoka 997-8555, Japan. tsassa@tds1.tr.yamagata-u.ac.jp
Ooi
Takahiro
T
Kinoshita
Hiroshi
H
Okada
Katsuhide
K
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry*; D000164:Acremonium / Q000737:chemistry*; D001578:Benzopyrans / Q000737:chemistry*; D006540:Herbicides / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation
D001578:Benzopyrans; D006540:Herbicides; D007783:Lactones; C116837:acremolactone A; D015107:4-Butyrolactone