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Updated: Jan 15, 2026

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Total Synthesis of Daphnepapytone A
James B Martinez1, Paul R Hanson1
1Department of Chemistry, University of Kansas, Lawrence, Kansas 66045-7582, United States.
Abstract:
The total synthesis of sesquiterpenoid daphnepapytone A starting from (R)-carvone is reported. The carbocyclic framework of daphnepapytone A was formed by a one-pot Pauson-Khand/desilylative oxidation reaction and a [2 + 2] photocycloaddition of synthetic oleodaphnone. During the synthesis, it was discovered that wavelength-dependent irradiation of oleodaphnone resulted in intramolecular photometathesis to form a dicyclopentadienone. Late-stage oxidation and a highly stereo- and regioselective reduction completed the synthesis.
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