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Published April 14, 2010 | Accepted Version + Supplemental Material
Journal Article Open

Enantioselective Alkenylation via Nickel-Catalyzed Cross-Coupling with Organozirconium Reagents

Abstract

A new family of organometallic compounds, organozirconium reagents, are shown to serve as suitable partners in cross-coupling reactions of (activated) secondary alkyl electrophiles. Thus, the first catalytic method for coupling secondary α-bromoketones with alkenylmetal reagents has been developed, specifically, a mild, versatile, and stereoconvergent carbon−carbon bond-forming process that generates potentially labile β,γ-unsaturated ketones with good enantioselectivity.

Additional Information

© 2010 American Chemical Society. Received February 28, 2010. Support has been provided by the National Institutes of Health (National Institute of General Medical Sciences, Grant R01-GM62871), Merck Research Laboratories, and Novartis. We thank Shaun D. Fontaine, Dr. Peter Mueller, and Dr. Michael R. Reithofer for assistance.

Attached Files

Accepted Version - nihms189896.pdf

Supplemental Material - ja1017046_si_001.cif

Supplemental Material - ja1017046_si_002.pdf

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