| dc.contributor.author | Gribble, Michael William | |
| dc.contributor.author | Guo, Sheng | |
| dc.contributor.author | Buchwald, Stephen Leffler | |
| dc.date.accessioned | 2020-07-08T19:06:22Z | |
| dc.date.available | 2020-07-08T19:06:22Z | |
| dc.date.issued | 2018-04 | |
| dc.identifier.issn | 1520-5126 | |
| dc.identifier.uri | https://hdl.handle.net/1721.1/126089 | |
| dc.description.abstract | We show that a chiral copper hydride (CuH) complex catalyzes C-C bond-forming dearomatization of pyridines and pyridazines at room temperature. The catalytic reaction operates directly on free heterocycles and generates the nucleophiles in situ, eliminating the need for stoichiometric preactivation of either reaction partner; further, it is one of very few methods available for the enantioselective 1,4-dearomatization of heteroarenes. Combining the dearomatization with facile derivatization steps enables one-pot syntheses of enantioenriched pyridines and piperidines. | en_US |
| dc.description.sponsorship | National Institutes of Health (award nos. GM46059 and R35-GM122483) | en_US |
| dc.language.iso | en | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | 10.1021/JACS.8B02568 | 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 | PMC | en_US |
| dc.title | Asymmetric Cu-Catalyzed 1,4-Dearomatization of Pyridines and Pyridazines without Preactivation of the Heterocycle or Nucleophile | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Gribble, Michael W., Jr., Sheng Guo, and Stephen L. Buchwald. "Asymmetric Cu-Catalyzed 1,4-Dearomatization of Pyridines and Pyridazines without Preactivation of the Heterocycle or Nucleophile." Journal of the American Chemical Society 140, 15 (Apr. 2018): p. 5057-60 doi 10.1021/JACS.8B02568 ©2018 Author(s) | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | |
| dc.relation.journal | Journal of the American Chemical Society | en_US |
| dc.eprint.version | Author's final manuscript | en_US |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
| eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
| dc.date.updated | 2019-12-12T18:49:31Z | |
| dspace.date.submission | 2019-12-12T18:49:33Z | |
| mit.journal.volume | 140 | en_US |
| mit.journal.issue | 15 | en_US |
| mit.metadata.status | Complete | |
