The stereoselective synthesis of a series of di-and tri-hydroxylated aminocyclohexane derivatives has been developed. A one-pot, two step tandem process involving an Overman rearrangement and a ring closing metathesis reaction has been utilised for the asymmetric synthesis of (1S)-1-(2′, 2′, 2′-trichloromethylcarbonylamino) cyclohexa-2-ene. Oxidation of this cyclohexene derivative was then studied leading to the preparation of two diol ...
