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Decarboxylative Conjunctive Cross-coupling of Vinyl Boronic Esters using Metallaphotoredox Catalysis

Research output: Contribution to journalArticle

Original languageEnglish
JournalAngewandte Chemie - International Edition
DOIs
DateAccepted/In press - 7 Jan 2020

Abstract

The synthesis of complex alkyl boronic esters via a conjunctive cross‐coupling of vinyl boronic esters with carboxylic acids and aryl iodides is described. The reaction proceeds under mild metallaphotoredox conditions and involves an unprecedented decarboxylative radical addition/cross‐coupling cascade of vinyl boronic esters. Excellent functional group tolerance is displayed, and application of a range of carboxylic acids, namely secondary α‐amino acids, and aryl iodides provides efficient access to highly functionalized alkyl boronic esters. The decarboxylative conjunctive cross‐coupling was also applied to the synthesis of sedum alkaloids.

    Research areas

  • metallaphotoredox catalysis, decarboxylative crosscoupling, conjunctive cross-coupling, alkyl boronic esters, carboxylic acids

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  • Full-text PDF (accepted author manuscript)

    Rights statement: This is the author accepted manuscript (AAM). The final published version (version of record) is available online via Wiley at https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201916340. Please refer to any applicable terms of use of the publisher.

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