Synthesis of the spirotetracyclic core of the ginkgolides via a malonyl radical cascade

23 January 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

ginkgolide
manganese(III) acetate
synthesis
radical cyclisation

Supplementary materials

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Description
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Supporting Information
Description
Experimental procedures, spectroscopic data and NMR spectra for synthesised compounds.
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