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

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.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/acs.orglett.5c02247

Authors


More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0003-2465-3949
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0002-5181-5301



Publisher:
American Chemical Society
Journal:
Organic Letters More from this journal
Volume:
27
Issue:
29
Pages:
7927-7932
Publication date:
2025-07-14
Acceptance date:
2025-07-07
DOI:
EISSN:
1523-7052
ISSN:
1523-7060


Language:
English
Source identifiers:
3151240
Deposit date:
2025-07-28
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