The stereochemical structures of the furanosesquiterpenoidal beta-hydroxy ketones from the Myoporaceae

Four furanosesquiterpene beta-hydroxy ketones previously isolated from Myop orum spp., and given tentative names, are now assigned complete stereostruc tures from n.m.r. and X-ray data. The compounds are (5R,7R,9S)-9-hydroxy-5, 9-dihydromyomontanone (Woogaroo) (1a), (5S,7R,9R)-9-hydroxy-5,9-dihydromyom ontanone (Redbank) (1b), (5R,7R,9R)-9-hydroxy-5,9-dihydromyomontanone (Peri llup) (1c) and (4S,7S,8R)-4-hydroxy-10,11-didehydro-4,8-dihydromyodesmone ( Carney's ketol) (2a). The stereostructures of two other previously reported compounds, Kindon ketol ((4S,7S,8R)-4-hydroxy-4,8-dihydromyodesmone) (2b), and Carr's ketol ((4S,7S,8S)-4-hydroxy-4,8-dihydromyodesmone) (2c), follow from the above results.