4.8 Article

Oxidative Cross-Coupling of Allenyl Ketones and Organoboronic Acids: Expeditious Synthesis of Highly Substituted Furans

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 15, Pages 3917-3921

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201400500

Keywords

allenes; carbenes; cross-coupling; furans; palladium

Funding

  1. National Basic Research Program of China (973 Program) [2012CB821600]
  2. Natural Science Foundation of China [21332002, 21272010, 21172005]

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Allenyl ketones are employed as coupling partners in palladium-catalyzed oxidative cross-coupling reactions with organoboronic acids. This reaction constitutes an efficient methodology for the synthesis of highly substituted furan derivatives. Palladium-carbene migratory insertion is proposed as the key step in this transformation.

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