Abstract

A short and selective synthesis of C-seco limonoid model insect antifeedant related to ochinolide was accomplished in seven steps from α-cyclocitral. The key steps are the electrocyclization of a β-acyl divinyl ketone induced by perchloric acid, and a selective retroclaisen reaction. A rare example of atropisomerism was found in the trisubstituted cyclopentenone 6 key intermediate.

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