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Rahman, Azizur; Klein, Herbert; Dressel, Jürgen and Mayr, Herbert (1988): Diastereoselective synthesis of β- and γ2-muurolene. A carbocationic pathway from mono- to sesquiterpenes. In: Tetrahedron, Vol. 44, No. 19: pp. 6041-6045 [PDF, 354kB]


The Lewis acid catalysed addition of the piperityl chlorides 6 to isoprene yields adduct 7, which undergoes a cis-stereoselective cyclisation to give the diastereoisomeric muurolene monohydrochlorides 8. Treatment with potassium tert-butoxide affords β- and γ2- muurolene 2.

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