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

Lou, Sha and Fu, Gregory C. (2010) Enantioselective Alkenylation via Nickel-Catalyzed Cross-Coupling with Organozirconium Reagents. Journal of the American Chemical Society, 132 (14). pp. 5010-5011. ISSN 0002-7863. PMCID PMC2860276. doi:10.1021/ja1017046. https://resolver.caltech.edu/CaltechAUTHORS:20200428-095146456

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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.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/ja1017046DOIArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2860276/PubMed CentralArticle
ORCID:
AuthorORCID
Fu, Gregory C.0000-0002-0927-680X
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.
Funders:
Funding AgencyGrant Number
NIHR01-GM62871
Merck Research LaboratoriesUNSPECIFIED
NovartisUNSPECIFIED
Issue or Number:14
PubMed Central ID:PMC2860276
DOI:10.1021/ja1017046
Record Number:CaltechAUTHORS:20200428-095146456
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20200428-095146456
Official Citation:Enantioselective Alkenylation via Nickel-Catalyzed Cross-Coupling with Organozirconium Reagents. Sha Lou and Gregory C. Fu. Journal of the American Chemical Society 2010 132 (14), 5010-5011; DOI: 10.1021/ja1017046
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:102860
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:29 Apr 2020 20:10
Last Modified:16 Nov 2021 18:16

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