| dc.contributor.author | Zhou, Yujing | |
| dc.contributor.author | Bandar, Jeffrey | |
| dc.contributor.author | Liu, Richard | |
| dc.contributor.author | Buchwald, Stephen Leffler | |
| dc.date.accessioned | 2020-07-07T14:18:34Z | |
| dc.date.available | 2020-07-07T14:18:34Z | |
| dc.date.issued | 2018-01 | |
| dc.identifier.issn | 0002-7863 | |
| dc.identifier.uri | https://hdl.handle.net/1721.1/126061 | |
| dc.description.abstract | The copper hydride (CuH)-catalyzed enantioselective reduction of α,β-unsaturated carboxylic acids to saturated aldehydes is reported. This protocol provides a new method to access a variety of β-chiral aldehydes in good yields, with high levels of enantioselectivity and broad functional group tolerance. A reaction pathway involving a ketene intermediate is proposed based on preliminary mechanistic studies and density functional theory calculations. | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) (Grant GM46059) | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) (Grant GM122483) | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) (Grant GM058160-17S1) | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.). Post-doctoral Fellowship (GM112197) | en_US |
| dc.language.iso | en | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | 10.1021/JACS.7B12260 | 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 | CuH-Catalyzed Asymmetric Reduction of α,β-Unsaturated Carboxylic Acids to β-Chiral Aldehydes | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Zhou, Yujing et al. “CuH-Catalyzed Asymmetric Reduction of α,β-Unsaturated Carboxylic Acids to β-Chiral Aldehydes.” Journal of the American Chemical Society, vol. 140, no. 2, 2018, pp. 606-609 © 2018 The Author(s) | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | 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 |
| dc.date.updated | 2020-03-19T17:11:18Z | |
| dspace.date.submission | 2020-03-19T17:11:46Z | |
| mit.journal.volume | 140 | en_US |
| mit.journal.issue | 2 | en_US |
| mit.license | PUBLISHER_POLICY | |
| mit.metadata.status | Complete | |
