Diastereoselective synthesis of β- and γ2-muurolene. A carbocationic pathway from mono- to sesquiterpenes

Rahman, Azizur and Klein, Herbert and 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

Abstract

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.

• Item Type: Article
• Collections: Chemistry and Pharmacy
• Subjects: 500 Science > 540 Chemistry