Large-Scale Preparation of Pure (+)-(1S,2R,5S)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexanol

Article abstract of DOI:10.1055/s-1988-27724

A procedure is described for the preparation of (S)-(-)pulegone, (-)-1, starting from (S)-(-)citronellol, (-)-6, in a preparative scale.Compound (-)-1 can easily be converted into (+)-(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexanol: (+)-2<''(+)-8-phenyl-menthol''> by a procedure described in literature, which was simplified essentially.Now (+)-2 is accessible in larger amounts and thus is available as an efficient chiral auxiliary in stoichiometric asymmetric syntheses.