E–Z isomerization in Suzuki cross-couplings of haloenones: ligand effects and evidence for a separate catalytic cycle

Author:

Chehal Navneet K.1234,Budzelaar Peter H. M.12345,Hultin Philip G.1234ORCID

Affiliation:

1. Department of Chemistry

2. University of Manitoba

3. Winnipeg

4. Canada R3T 2N2

5. Dipartimento di Scienze Chimiche

Abstract

We present evidence for a palladocyclic enolate-like pathway for isomerization of enones occurring during Suzuki cross-coupling reactions.

Funder

University of Manitoba

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference85 articles.

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2. N. Miyaura , in Metal-Catalyzed Cross-Coupling Reactions , ed. A. de Meijere and F. Diederich , Wiley-VCH Verlag GmbH , Weinheim, Germany , 2004 , ch. 2, pp. 41–123

3. A. Suzuki , in Handbook of Organopalladium Chemistry for Organic Synthesis , ed. E.-I. Negishi , John Wiley & Sons, Inc. , New York, USA , 2002 , ch. 16, pp. 249–262

4. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds

5. Palladium-catalyzed cross-coupling reactions of B-alkyl-9-BBN or trialkylboranes with aryl and 1-alkenyl halides

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