| dc.contributor.author | McGeough, Catherine P. | |
| dc.contributor.author | Strom, Alexandra E. | |
| dc.contributor.author | Jamison, Timothy F | |
| dc.date.accessioned | 2020-06-26T13:10:12Z | |
| dc.date.available | 2020-06-26T13:10:12Z | |
| dc.date.issued | 2019-05 | |
| dc.date.submitted | 2019-03 | |
| dc.identifier.issn | 1523-7052 | |
| dc.identifier.uri | https://hdl.handle.net/1721.1/125989 | |
| dc.description.abstract | Skipped polyenes featuring high (E)-selectivity and varying methyl substitution patterns are synthesized using a nickel-catalyzed cross-coupling reaction between allyl trifluoroacetates and vinyl bromides. The utility of this cross-electrophile coupling is showcased in part by the synthesis of the RST fragment of the marine ladder polyether, maitotoxin. Construction of this fragment is particularly challenging due to the alternating methyl substitution pattern. ©2019 American Chemical Society. | en_US |
| dc.description.sponsorship | NIGMS (GM72566) | en_US |
| dc.description.sponsorship | NIGMS (GM117710) | 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.9B01019 | 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 | Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | McGeough, Catherine P. et al., "Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes." Organic Letters 21, 10 (May 2019): p. 3606–09 doi. 10.1021/acs.orglett.9b01019 ©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 | 2020-06-19T17:06:01Z | |
| dspace.date.submission | 2020-06-19T17:06:03Z | |
| mit.journal.volume | 21 | en_US |
| mit.journal.issue | 10 | en_US |
| mit.license | PUBLISHER_POLICY | |
| mit.metadata.status | Complete | |