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

The ginkgolides are a family of terpene trilactone natural products exclusive to the <i>Ginkgo biloba</i> 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.

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Publication Details

Journal
Organic Letters
Published
2025-07-14
DOI
https://doi.org/10.1021/acs.orglett.5c02247
Primary Topic
Ginkgo biloba and Cashew Applications
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Kirsten E. Christensen, Jonathan W. Burton, Pol Hernández‐Lladó
Organic Letters
Ginkgo biloba and Cashew Applications
article

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

Kirsten E. Christensen, Jonathan W. Burton, Pol Hernández‐Lladó
article en

Abstract

The ginkgolides are a family of terpene trilactone natural products exclusive to the <i>Ginkgo biloba</i> 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.

Organic LettersVol. 27(29)
Mansfield University (US), Oxford Research Group (GB), University of Oxford (GB)
Engineering and Physical Sciences Research Council
Life in Land
Openalex Percentile: Top 73%
Ginkgo biloba and Cashew Applications
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