Convergent, stereocontrolled routes to hydroxylated tricyclic systems: a new annulation of 2-cyclohexen-1-one

Abstract

Tricyclic keto diols have been synthesised by a new, three-step annulation procedure in which hydroxyenones, prepared by the coupling of 2-cyclohexen-1-one with aldehydes, are diastereoselectively epoxidised and the syn-epoxides cyclised with tin(IV) chloride.