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Ni-Catalyzed Alkenylation of Ketone Enolates under Mild Conditions: Catalyst Identification and Optimization

Michael Grigalunas, Tobias Ankner, Per-Ola Norrby, Olaf Wiest and Paul Helquist*

*Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, United States, Email: phelquisnd.edu

M. Grigalunas, T. Ankner, P.-O. Norrby, O. Wiest, P. Helquist, J. Am. Chem. Soc., 2015, 137, 7019-7022.

DOI: 10.1021/jacs.5b02945 (free Supporting Information)


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Abstract

Intermolecular coupling of aromatic and aliphatic ketone lithium enolates with a variety of alkenyl halides is achieved in good yields in the presence of Ni(cod)2 catalyst, an N-heterocyclic carbene (NHC) ligand, and LiI.

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Palladium-Catalyzed Alkenylation of Ketone Enolates under Mild Conditions

M. Grigalunas, T. Ankner, P.-O. Norrby, O. Wiest, P. Helquist, Org. Lett., 2014, 16, 3970-3973.


Key Words

alkenylation of carbonyl compounds


ID: J48-Y2015