Synthesis of the C13–C27 Fragment of Madeirolide A Using Visible-Light-Promoted Radical Cyclization

The convergent synthesis of a fully elaborated C13–C27 fragment of madeirolide A has been achieved. The key features of the synthesis include the stereocontrolled construction of both the THF and THP rings via visible-light-induced iridium-catalyzed radical cyclization and the late-stage union of th...

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Bibliographic Details
Published in:Organic letters 2024-02, Vol.26 (5), p.1067-1072
Main Authors: Hwang, Sunghyun, Choi, Minchul, Jeong, Myungeun, Lee, Chulbom
Format: Article
Language:English
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Summary:The convergent synthesis of a fully elaborated C13–C27 fragment of madeirolide A has been achieved. The key features of the synthesis include the stereocontrolled construction of both the THF and THP rings via visible-light-induced iridium-catalyzed radical cyclization and the late-stage union of the two oxacyclic subunits through nickel-catalyzed decarboxylative cross-coupling.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c04305