Toward a Synthetic Access to Jatropha-5,12-dienes by Ring-Closing Metathesis: Detours and Dead-Ends

Abstract

Results from efforts aimed at the synthesis of polyhydroxylated jatropha-5,12-dienes are unveiled. An apparently pre-qualified plot consisting of successive aldol addition and ring-closing metathesis was pursued in order to construct the fully oxidized trans-bicy­clo[10.3.0]pentadecane scaffold of naturally occurring jatrophanoids.

Key words

terpenoids - total synthesis - aldol reaction - ring closure - metathesis

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