| dc.contributor.author | Zhang, Hong | |
| dc.contributor.author | Ruiz-Castillo, Paula | |
| dc.contributor.author | Schuppe, Alexander W. | |
| dc.contributor.author | Buchwald, Stephen L. | |
| dc.date.accessioned | 2022-02-14T18:53:41Z | |
| dc.date.available | 2022-02-14T18:41:30Z | |
| dc.date.available | 2022-02-14T18:53:41Z | |
| dc.date.issued | 2020-06 | |
| dc.date.submitted | 2020-05 | |
| dc.identifier.issn | 1523-7060 | |
| dc.identifier.issn | 1523-7052 | |
| dc.identifier.uri | https://hdl.handle.net/1721.1/140330.2 | |
| dc.description.abstract | Copyright © 2020 American Chemical Society. An improved protocol for the Pd-catalyzed C-O cross-coupling of secondary alcohols is described. The use of biaryl phosphine L2 as the ligand was key to achieving efficient cross-coupling of (hetero)aryl chlorides with only a 20% molar excess of the alcohol. Additionally, we observed an unusual reactivity difference between an electron-rich aryl bromide and the analogous aryl chloride, and deuterium-labeling suggested that currently unidentified pathways for reduction play an important role in explaining this disparity. | en_US |
| dc.language.iso | en | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/acs.orglett.0c01668 | 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 | Improved Process for the Palladium-Catalyzed C–O Cross-Coupling of Secondary Alcohols | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Zhang, Hong, Ruiz-Castillo, Paula, Schuppe, Alexander W and Buchwald, Stephen L. 2020. "Improved Process for the Palladium-Catalyzed C–O Cross-Coupling of Secondary Alcohols." Organic Letters, 22 (14). | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | |
| 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 | 2022-02-14T18:38:25Z | |
| dspace.orderedauthors | Zhang, H; Ruiz-Castillo, P; Schuppe, AW; Buchwald, SL | en_US |
| dspace.date.submission | 2022-02-14T18:38:26Z | |
| mit.journal.volume | 22 | en_US |
| mit.journal.issue | 14 | en_US |
| mit.license | OPEN_ACCESS_POLICY | |
| mit.metadata.status | Authority Work Needed | en_US |
