Stereo- and enantio-controlled synthesis of two naturally occurring polyoxygenated cyclohexenemethanols, (+)-epiepoxydon and (-)-phyllostine, via catalytic asymmetrization of a meso substrate

Article abstract of DOI:10.1016/0040-4039(95)02190-6

Two naturally occurring polyoxygenated cyclohexenemethanols, (+)-epiepoxydon and (-)-phyllostine, have been first synthesized in stereo- and enantio-controlled manner using a chiral cyclohexadienol synthon prepared by catalytic asymmetrization of a meso substrate. The synthesis has verified the proposed absolute structures of these natural products which have been deduced by CD measurements.