| dc.contributor.author | Ibrahem, Ismail | |
| dc.contributor.author | Yu, Miao | |
| dc.contributor.author | Hoveyda, Amir H. | |
| dc.contributor.author | Schrock, Richard Royce | |
| dc.date.accessioned | 2013-11-22T14:46:10Z | |
| dc.date.available | 2013-11-22T14:46:10Z | |
| dc.date.issued | 2009-02 | |
| dc.date.submitted | 2009-01 | |
| dc.identifier.issn | 0002-7863 | |
| dc.identifier.issn | 1520-5126 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/82541 | |
| dc.description.abstract | The first highly Z- and enantioselective class of ring-opening/cross-metathesis reactions is presented. Transformations are promoted in the presence of <2 mol % of chiral stereogenic-at-Mo monoaryloxide complexes bearing an adamantylimido ligand that are prepared and used in situ. Reactions involve meso oxabicyclic substrates and afford the desired pyrans in 50−85% yield and up to >98:<2 enantiomer ratio. Importantly, the desired chiral pyrans thus obtained bear a Z olefin either exclusively (>98:<2 Z/E) or predominantly (≥87:13 Z/E). | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) (Grant GM-59426) | en_US |
| dc.description.sponsorship | National Science Foundation (U.S.) (DBI-0619576) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/ja900097n | 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 | Highly Z- and Enantioselective Ring-Opening/Cross-Metathesis Reactions Catalyzed by Stereogenic-at-Mo Adamantylimido Complexes | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Ibrahem, Ismail, Miao Yu, Richard R. Schrock, and Amir H. Hoveyda. “Highly Z- and Enantioselective Ring-Opening/Cross-Metathesis Reactions Catalyzed by Stereogenic-at-Mo Adamantylimido Complexes.” Journal of the American Chemical Society 131, no. 11 (March 25, 2009): 3844-3845. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Schrock, Richard Royce | en_US |
| 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 |
| dspace.orderedauthors | Ibrahem, Ismail; Yu, Miao; Schrock, Richard R.; Hoveyda, Amir H. | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0001-5827-3552 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
