| dc.contributor.author | Morten, Christopher J. | |
| dc.contributor.author | Jamison, Timothy F. | |
| dc.date.accessioned | 2013-11-15T15:12:16Z | |
| dc.date.available | 2013-11-15T15:12:16Z | |
| dc.date.issued | 2009-04 | |
| dc.date.submitted | 2009-03 | |
| dc.identifier.issn | 0002-7863 | |
| dc.identifier.issn | 1520-5126 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/82116 | |
| dc.description.abstract | Water is an effective promoter of the endo-selective opening of trisubstituted epoxides, enabling related cascades leading to a variety of substituted ladder polyether structures. When used in conjunction with a tetrahydropyran-templated nucleophile, water can overcome the powerful electronic directing effect of a methyl substituent at either site of the epoxide, making water a uniquely versatile medium and promoter of epoxide opening. | en_US |
| dc.description.sponsorship | Massachusetts Institute of Technology. Dept. of Chemistry (George Buchi Graduate Fellowship) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/ja9025243 | 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 | Water Overcomes Methyl Group Directing Effects in Epoxide-Opening Cascades | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Morten, Christopher J., and Timothy F. Jamison. “Water Overcomes Methyl Group Directing Effects in Epoxide-Opening Cascades.” Journal of the American Chemical Society 131, no. 19 (May 20, 2009): 6678-6679. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Morten, Christopher J. | en_US |
| dc.contributor.mitauthor | Jamison, Timothy F. | 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 | Morten, Christopher J.; Jamison, Timothy F. | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0002-8601-7799 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
