Effect of Alkyl Substituents on the Hydrogen Catalytic Osmylation of Cis and Trans 2-Cyclohexene-Cyclohexanol

Document Type : Research Article


Department of Chemistry, Faculty of Science, Tehran University, P.O. Box 14155-6455 Tehran, I.R. IRAN



Catalytic osmylation of cis and trans 2-cyclohexene-cyclohexanol (1a) and (1b) are carried out in the presence of N-methyl morpholine-N-oxide. Under the same conditions, only the cis isomer reacted, leading to triol (3). The steric hindrance of the equatorial OH group probably prevents the trans isomer from entering into such reaction. Triol (3) was also obtained from the reduction of the diol-ketone (4).


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