dc.contributor.author | Liang, Yufan | |
dc.contributor.author | Fu, Gregory C. | |
dc.date.accessioned | 2015-06-22T14:53:47Z | |
dc.date.available | 2015-06-22T14:53:47Z | |
dc.date.issued | 2014-03 | |
dc.date.submitted | 2014-02 | |
dc.identifier.issn | 0002-7863 | |
dc.identifier.issn | 1520-5126 | |
dc.identifier.uri | http://hdl.handle.net/1721.1/97495 | |
dc.description.abstract | The 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.sponsorship | National Institute of General Medical Sciences (U.S.) (R01-GM62871) | en_US |
dc.language.iso | en_US | |
dc.publisher | American Chemical Society (ACS) | en_US |
dc.relation.isversionof | http://dx.doi.org/10.1021/ja501815p | en_US |
dc.rights | Article 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.source | American Chemical Society | en_US |
dc.title | Catalytic Asymmetric Synthesis of Tertiary Alkyl Fluorides: Negishi Cross-Couplings of Racemic α,α-Dihaloketones | en_US |
dc.type | Article | en_US |
dc.identifier.citation | Liang, 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 Society | en_US |
dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
dc.contributor.mitauthor | Liang, Yufan | en_US |
dc.contributor.mitauthor | Fu, Gregory C. | en_US |
dc.relation.journal | Journal of the American Chemical Society | en_US |
dc.eprint.version | Final published version | en_US |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
dspace.orderedauthors | Liang, Yufan; Fu, Gregory C. | en_US |
mit.license | PUBLISHER_POLICY | en_US |
mit.metadata.status | Complete | |