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Communication | Regular issue | Vol 48, No. 2, 1998, pp.235-238
Published online, 1st January, 1970
DOI: 10.3987/COM-97-8055
Synthesis of the A/B/C Ring System of Taxane Diterpenes from (S)-(+)-Carvone

Yoshimasa Hirai, Kennosuke Ito, and Hiroto Nagaoka*

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan


A new route for the synthesis of the tricyclo[,8]pentadecane skeleton, the A/B/C ring system of taxanes, via epoxide (12) from (S)-(+)-carvone using sequential Michael reaction followed by base-induced oxy-Cope rearrangement and Diels-Alder reaction is described.