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dc.contributor.authorLiang, Yufan
dc.contributor.authorFu, Gregory C.
dc.date.accessioned2015-06-22T14:53:47Z
dc.date.available2015-06-22T14:53:47Z
dc.date.issued2014-03
dc.date.submitted2014-02
dc.identifier.issn0002-7863
dc.identifier.issn1520-5126
dc.identifier.urihttp://hdl.handle.net/1721.1/97495
dc.description.abstractThe development of new approaches to the construction of fluorine-containing target molecules is important for a variety of scientific disciplines, including medicinal chemistry. In this Article, we describe a method for the catalytic enantioselective synthesis of tertiary alkyl fluorides through Negishi reactions of racemic α-halo-α-fluoroketones, which represents the first catalytic asymmetric cross-coupling that employs geminal dihalides as electrophiles. Thus, selective reaction of a C–Br (or C–Cl) bond in the presence of a C–F bond can be achieved with the aid of a nickel/bis(oxazoline) catalyst. The products of the stereoconvergent cross-couplings, enantioenriched tertiary α-fluoroketones, can be converted into an array of interesting organofluorine compounds.en_US
dc.description.sponsorshipNational Institute of General Medical Sciences (U.S.) (R01-GM62871)en_US
dc.language.isoen_US
dc.publisherAmerican Chemical Society (ACS)en_US
dc.relation.isversionofhttp://dx.doi.org/10.1021/ja501815pen_US
dc.rightsArticle is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.en_US
dc.sourceAmerican Chemical Societyen_US
dc.titleCatalytic Asymmetric Synthesis of Tertiary Alkyl Fluorides: Negishi Cross-Couplings of Racemic α,α-Dihaloketonesen_US
dc.typeArticleen_US
dc.identifier.citationLiang, Yufan, and Gregory C. Fu. “Catalytic Asymmetric Synthesis of Tertiary Alkyl Fluorides: Negishi Cross-Couplings of Racemic Α,α-Dihaloketones.” Journal of the American Chemical Society 136, no. 14 (April 9, 2014): 5520–5524. © 2014 American Chemical Societyen_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistryen_US
dc.contributor.mitauthorLiang, Yufanen_US
dc.contributor.mitauthorFu, Gregory C.en_US
dc.relation.journalJournal of the American Chemical Societyen_US
dc.eprint.versionFinal published versionen_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/PeerRevieweden_US
dspace.orderedauthorsLiang, Yufan; Fu, Gregory C.en_US
mit.licensePUBLISHER_POLICYen_US
mit.metadata.statusComplete


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