| dc.contributor.author | Armbrust, Kurt | |
| dc.contributor.author | Beaver, Matthew G. | |
| dc.contributor.author | Jamison, Timothy F | |
| dc.date.accessioned | 2017-07-03T15:48:27Z | |
| dc.date.available | 2017-07-03T15:48:27Z | |
| dc.date.issued | 2015-06 | |
| dc.date.submitted | 2015-04 | |
| dc.identifier.issn | 0002-7863 | |
| dc.identifier.issn | 1520-5126 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/110424 | |
| dc.description.abstract | [Rh(CO)₂Cl]₂ is as an effective catalyst for endo-selective cyclizations and cascades of epoxy-(E)-enoate alcohols, thus enabling the synthesis of oxepanes and oxepane-containing polyethers from di- and trisubstituted epoxides. Syntheses of the ABC and EF ring systems of (−)-brevisin via all endo-diepoxide-opening cascades using this method constitute a formal total synthesis and demonstrate the utility of this methodology in the context of the synthesis of marine ladder polyether natural products. | en_US |
| dc.description.sponsorship | National Institute of General Medical Sciences (U.S.) (GM72566) | en_US |
| dc.description.sponsorship | National Institute of General Medical Sciences (U.S.) (F32GM095014) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/jacs.5b03570 | en_US |
| dc.rights | Creative Commons Attribution-Noncommercial-Share Alike | en_US |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/4.0/ | en_US |
| dc.source | PMC | en_US |
| dc.title | Rhodium-Catalyzed Endo -Selective Epoxide-Opening Cascades: Formal Synthesis of (−)-Brevisin | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Armbrust, Kurt W.; Beaver, Matthew G. and Jamison, Timothy F. “ Rhodium-Catalyzed Endo -Selective Epoxide-Opening Cascades: Formal Synthesis of (−)-Brevisin.” Journal of the American Chemical Society 137, 21 (June 2015): 6941–6946 © 2015 American Chemical Society | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Armbrust, Kurt | |
| dc.contributor.mitauthor | Beaver, Matthew G. | |
| dc.contributor.mitauthor | Jamison, Timothy F | |
| 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 | Armbrust, Kurt W.; Beaver, Matthew G.; Jamison, Timothy F. | en_US |
| dspace.embargo.terms | N | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0003-3030-1464 | |
| dc.identifier.orcid | https://orcid.org/0000-0002-8601-7799 | |
| mit.license | OPEN_ACCESS_POLICY | en_US |
