771. Arborescin
Nomenclature
CAS number: 6831-14-7
(3aR,4aS,6aS,7S,9aS,9bR)-5,6,6a,7,9a,9b-Hexahydro-1,4a,7-trimethyl-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one; 1,10-epoxy-6β-hydroxy-1β,5β,7α-guiai-3-en-12-oic acid γ-lactone. C15H20O3; mol wt 248.32.
C 72.55%, H 8.12%, O 19.33%.
Description and references
Ancient Greek contraceptive. Isoln from Artemisia arborescens L. and Matricaria globifera (Thunb.) Druce, Compositae: Meisels, Weizmann, J. Am. Chem. Soc. 75, 3865 (1953); Cekan et al., Collect. Czech. Chem. Commun. 25, 2553 (1960). Structure: Bates et al., Tetrahedron Lett. 1963, 1127; M. Suchy et al., Collect. Czech. Chem. Commun. 29, 1829 (1964). Synthesis and revised structure: M. Ando et al., Chem. Lett. 1978, 727. Stereochemistry: M. Ando et al., J. Org. Chem. 47, 3909 (1982).
