| dc.contributor.author | Zhang, Hanmo | |
| dc.contributor.author | Yu, Elsie C. | |
| dc.contributor.author | Torker, Sebastian | |
| dc.contributor.author | Hoveyda, Amir H. | |
| dc.contributor.author | Schrock, Richard Royce | |
| dc.date.accessioned | 2017-06-02T15:28:43Z | |
| dc.date.available | 2017-06-02T15:28:43Z | |
| dc.date.issued | 2014-11 | |
| dc.date.submitted | 2014-10 | |
| dc.identifier.issn | 0002-7863 | |
| dc.identifier.issn | 1520-5126 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/109542 | |
| dc.description.abstract | The first examples of catalyst-controlled stereoselective macrocyclic ring-closing metathesis reactions that generate Z-enoates as well as (E,Z)- or (Z,E)-dienoates are disclosed. Reactions promoted by 3.0–10 mol % of a Mo-based monoaryloxide pyrrolide complex proceed to completion within 2–6 h at room temperature. The desired macrocycles are formed in 79:21 to >98:2 Z/E selectivity; stereoisomerically pure products can be obtained in 43–75% yield after chromatography. Utility is demonstrated by application to a concise formal synthesis of the natural product (+)-aspicilin. | en_US |
| dc.description.sponsorship | United States. National Institutes of Health (GM-59426) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/ja510768c | 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 | Preparation of Macrocyclic | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Zhang, Hanmo; Yu, Elsie C.; Torker, Sebastian; Schrock, Richard R. and Hoveyda, Amir H. "Preparation of Macrocyclic." Journal of the American Chemical Society 136, no. 47 (November 2014): 16493–16496 © 2014 American Chemical Society | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Schrock, Richard Royce | |
| 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 | Zhang, Hanmo; Yu, Elsie C.; Torker, Sebastian; Schrock, Richard R.; Hoveyda, Amir H. | en_US |
| dspace.embargo.terms | N | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0001-5827-3552 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
