Rm. Carman et al., The stereochemical structures of the furanosesquiterpenoidal beta-hydroxy ketones from the Myoporaceae, AUST J CHEM, 52(8), 1999, pp. 727-732
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.