Abstract

The total synthesis of retigeranic acid 1 was achieved in 14 steps from menthene. The key features involved the vinylcyclopropanation of enone 6 with the dienolate anion of 5 to furnish vinylcyclopropane 4 and its rearrangement to pentacycle 3 in an overall [2+3] cyclopentene annulation sequence.

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