I think that retrosynthesis of (1S,2R)‐1‐isopropyl‐2,4‐dimethylcyclohexane involves the opening of an epoxide, to control the regiochemistry in order to achieve the trans-configuration via an SN2 mechanism — which could be made from a C=C double bond. Would it be plausible to assume that the original cyclohexene is commercially available?


  • 5
    $\begingroup$ Are you looking for both epimers? A single enantiomer or a racemate? Your effort is rather vague. Look into monoterpenes such as limonene and pulegone. $\endgroup$
    – user55119
    Aug 4 at 19:13
  • 1
    $\begingroup$ If you are unconcerned about the undefined stereocenter and a racemic product is acceptable, you might think about a Diels-Alder reaction. You may self-answer your question. Get back to us. $\endgroup$
    – user55119
    Aug 5 at 1:57
  • $\begingroup$ Do you mean to imply a single enantiomer or the racemate including the 1R,2S enantiomer? I think you mean the latter because the configuration at C4 is undefined. In any case a mixture of diastereomers would result. If a racemic mixture of diastereomers is OK, then follow the Diels-Alder route. $\endgroup$
    – user55119
    Aug 5 at 13:46


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