4.8 Article

Palladium-Catalyzed Decarboxylative -Arylation for the Synthesis of Tetrasubstituted Chiral Allenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 20, Pages 6545-6548

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201901848

Keywords

allenes; asymmetric synthesis; chirality transfer; cross-coupling; palladium

Funding

  1. Deutsche Forschungsgemeinschaft (DFG)

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An enantiospecific palladium-catalyzed decarboxylative coupling of acyclic ,-alkynoic acids with various aryl iodides to chiral tetrasubstituted allenes is described. The coupling reaction comprises a decarboxylative -palladation of ,-disubstituted carboxylic acids to provide the tetrasubstituted allenes with complete point-to-axial chirality transfer in excellent yields.

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