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Total Synthesis of (-)-Retigeranic Acid A: A Reductive Skeletal Rearrangement Strategy
Dongyu Sun1, Ruyi Chen1, Dongmin Tang1
1Department of Chemistry, Zhejiang University, Hangzhou 310058, China.
Abstract:
The asymmetric total synthesis of (-)-retigeranic acid A was described, which relies on a crucial reductive skeletal rearrangement cascade for the controllable assembly of diverse angular triquinane subunits. Taken together with an intramolecular Michael/aldol cyclization, an ODI-[5 + 2] cycloaddition/pinacol rearrangement cascade, a Wolff ring contraction and a stereoselective HAT reduction, our synthetic approach has enabled the access to (-)-retigeranic acid A in a concise and practical manner.
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