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DOI: 10.1055/a-2500-6392
Divergent Synthetic Strategy To Access the Polyketide Subunits of Aurilides: Synthesis of the Southern Fragment of Lagunamides D and D′
We thank the Ministère de l’Enseignement Supérieur et de la Recherche for providing a research grant for the PhD thesis project of S.M.
Abstract
We report a flexible stereocontrolled synthetic route to the southern fragment of lagunamides D and D′, two cytotoxic cyclodepsipeptides of the aurilide family. Key steps in the route include an anti-aldol Abiko–Masamune reaction and a Horner–Wadsworth–Emmons (HWE) olefination. The key element of our synthetic strategy was the use of a pivotal intermediate which allows the introduction a side chain that differentiates the polyketide structure of the members of the family. Thus, to illustrate the synthetic potential of our strategy, we have also prepared four different advanced polyketide precursors.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2500-6392.
- Supporting Information
Publication History
Received: 22 October 2024
Accepted after revision: 11 December 2024
Accepted Manuscript online:
11 December 2024
Article published online:
27 January 2025
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