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Copper-Catalyzed Conjugate Addition of Diboron Reagents to α,β-Unsaturated Amides: Highly Reactive Copper-1,2- Bis(diphenylphosphino)benzene Catalyst System



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An efficient copper catalyst system for the β-boration of α,β-unsaturated amides has been developed. Copper-bisphosphine complexes with small bite angles generate efficient catalyst systems for the successful conjugate addition of bis(pinacolato)diboron to a variety α,β-unsaturated amides under mild conditions. This method was utilized in the formal synthesis of (S)-fluoxetine.