STEREOSELECTIVE TOTAL SYNTHESES OF (±)- AND OPTICALLY ACTIVE DEHYDROIRIDODIOLS

Abstract
(±)-Dehydroiridodiol and its epimer (±)-isodehydroiridodiol were synthesized stereoselectively using the homoconjugate addition of cyanide anion to methyl 6-methyl-2-oxobicyclo[3.1.0]hexane-1-carboxylates. Both enantiomers of dehydroiridodiol were prepared after the resolution of l-menthyl 6-methyl-2-oxobicyclo[3.1.0]hexane-1-carboxylate, whose absolute configurations became clear as the result.