Synthesis of the Spirotetracyclic Core of the Ginkgolides via a Malonyl Radical Cascade.

Hernández-Lladó P., Christensen KE., Burton JW.

The ginkgolides are a family of terpene trilactone natural products exclusive to the Ginkgo biloba tree. Here, we present a concise synthesis of their spirotetracyclic core via a manganese(III)-mediated oxidative radical cascade. Beginning from six simple starting materials, this route enables the diastereoselective synthesis of rings A, B, D and E of the natural product in nine steps, laying the foundations for their total synthesis.

DOI

10.1021/acs.orglett.5c02247

Type

Journal article

Publication Date

2025-07-25T00:00:00+00:00

Volume

27

Pages

7927 - 7932

Total pages

5

Keywords

Molecular Structure, Ginkgolides, Stereoisomerism, Biological Products, Spiro Compounds, Ginkgo biloba, Oxidation-Reduction, Manganese, Free Radicals, Catalysis

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