| dc.contributor.author | Foley, Megan A. | |
| dc.contributor.author | Jamison, Timothy F. | |
| dc.date.accessioned | 2013-01-17T16:28:32Z | |
| dc.date.available | 2013-01-17T16:28:32Z | |
| dc.date.issued | 2010-08 | |
| dc.identifier.issn | 1083-6160 | |
| dc.identifier.issn | 1520-586X | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/76282 | |
| dc.description.abstract | A rapid carboxylic acid-promoted lactone aminolysis is reported. A number of carboxylic acids were found to promote this amide bond-forming transformation, with aliphatic acids being the most efficient. This reaction is an equilibrium process (K[subscript eq] ≈ 1.8), and mechanistic investigations are consistent with mediation of a kinetically important proton-transfer step by the carboxylate, i.e., the conjugate base of the acid employed. | en_US |
| dc.description.sponsorship | Novartis-MIT Center for Continuous Manufacturing | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/op1001269 | 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 | Prof. Jamison via Erja Kajosalo | en_US |
| dc.title | Amide Bond Formation via Reversible, Carboxylic Acid-Promoted Lactone Aminolysis | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Foley, Megan A., and Timothy F. Jamison. “Amide Bond Formation via Reversible, Carboxylic Acid-Promoted Lactone Aminolysis.” Organic Process Research & Development 14.5 (2010): 1177–1181. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.approver | Jamison, Timothy F. | |
| dc.contributor.mitauthor | Foley, Megan A. | |
| dc.contributor.mitauthor | Jamison, Timothy F. | |
| dc.relation.journal | Organic Process Research & Development | 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 | Foley, Megan A.; Jamison, Timothy F. | en |
| dc.identifier.orcid | https://orcid.org/0000-0002-8601-7799 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
