| dc.contributor.author | Cheung, Chi Wai | |
| dc.contributor.author | Buchwald, Stephen Leffler | |
| dc.date.accessioned | 2013-11-04T17:19:54Z | |
| dc.date.available | 2013-11-04T17:19:54Z | |
| dc.date.issued | 2012-07 | |
| dc.date.submitted | 2012-06 | |
| dc.identifier.issn | 0022-3263 | |
| dc.identifier.issn | 1520-6904 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/81976 | |
| dc.description.abstract | A copper(II)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C–H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles. | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) (Grant GM58160) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/jo301332s | 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 | Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Cheung, Chi Wai, and Stephen L. Buchwald. “Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization.” The Journal of Organic Chemistry 77, no. 17 (September 7, 2012): 7526-7537. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Cheung, Chi Wai | en_US |
| dc.contributor.mitauthor | Buchwald, Stephen Leffler | en_US |
| dc.relation.journal | The Journal of Organic Chemistry | 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 |
| dspace.orderedauthors | Cheung, Chi Wai; Buchwald, Stephen L. | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0003-3875-4775 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
