| dc.contributor.author | Ichikawa, Saki | |
| dc.contributor.author | Dai, Xi-Jie | |
| dc.contributor.author | Buchwald, Stephen Leffler | |
| dc.date.accessioned | 2020-06-29T13:28:45Z | |
| dc.date.available | 2020-06-29T13:28:45Z | |
| dc.date.issued | 2019-05 | |
| dc.date.submitted | 2019-05 | |
| dc.identifier.issn | 1523-7052 | |
| dc.identifier.uri | https://hdl.handle.net/1721.1/126008 | |
| dc.description.abstract | A highly regio- and enantioselective synthesis of 1,2-diamine derivatives from γ-substituted allylic pivalamides using copper-catalyzed hydroamination is reported. The N-pivaloyl group is essential, in both facilitating the hydrocupration step and suppressing an unproductive β-elimination from the alkylcopper intermediate. This approach enables an efficient construction of chiral differentially protected vicinal diamines under mild conditions with broad functional group tolerance. ©2019 American Chemical Society. | en_US |
| dc.description.sponsorship | National Institute of Health (R35-GM122483) | en_US |
| dc.description.sponsorship | National Institute of Health (R01-GM58160) | en_US |
| dc.description.sponsorship | NIH (Grant no. GM58160-17S1) | en_US |
| dc.language.iso | en | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | https://dx.doi.org/10.1021/ACS.ORGLETT.9B01592 | 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 | Regio- and Enantioselective Synthesis of 1,2-Diamine Derivatives by Copper-Catalyzed Hydroamination | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Ichikawa, Saki et al., "Regio- and Enantioselective Synthesis of 1,2-Diamine Derivatives by Copper-Catalyzed Hydroamination." Organic Letters 21, 11 (June 2019): p. 4370–4373 doi. 10.1021/acs.orglett.9b01592 ©2019 Authors | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.relation.journal | Organic Letters | 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 |
| dc.date.updated | 2020-06-19T17:49:17Z | |
| dspace.date.submission | 2020-06-19T17:49:19Z | |
| mit.journal.volume | 21 | en_US |
| mit.journal.issue | 11 | en_US |
| mit.license | PUBLISHER_POLICY | |
| mit.metadata.status | Complete | |
