Full metadata record
DC Field | Value | Language |
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dc.citation.number | 1 | - |
dc.citation.startPage | 13 | - |
dc.citation.title | COMMUNICATIONS CHEMISTRY | - |
dc.citation.volume | 5 | - |
dc.contributor.author | Rhlee, Joon Ho | - |
dc.contributor.author | Saikat, Maiti | - |
dc.contributor.author | Lee, Jeong Woo | - |
dc.contributor.author | Lee, Ho Seung | - |
dc.contributor.author | Bakhtiyorzoda, Ismoili Ahror | - |
dc.contributor.author | Lee, Soochan | - |
dc.contributor.author | Park, Jaehyun | - |
dc.contributor.author | Kang, Seok Ju | - |
dc.contributor.author | Kim, Yung Sam | - |
dc.contributor.author | Seo, Jeong Kon | - |
dc.contributor.author | Myung, Kyungjae | - |
dc.contributor.author | Choe, Wonyoung | - |
dc.contributor.author | Hong, Sung You | - |
dc.date.accessioned | 2023-12-21T14:38:46Z | - |
dc.date.available | 2023-12-21T14:38:46Z | - |
dc.date.created | 2022-02-04 | - |
dc.date.issued | 2022-02 | - |
dc.description.abstract | α,β-Unsaturated ketones are common feedstocks for the synthesis of fine chemicals, pharmaceuticals, and natural products. Transition metal-catalysed hydroacylation reactions of alkynes using aldehydes have been recognised as an atom-economical route to access α,β-unsaturated ketones through chemoselective aldehydic C–H activation. However, the previously reported hydroacylation reactions using rhodium, cobalt, or ruthenium catalysts require chelating moiety-bearing aldehydes to prevent decarbonylation of acyl-metal-hydride complexes. Herein, we report a nickel-catalysed anti-Markovnikov selective coupling process to afford non-tethered E-enones from terminal alkynes and S-2-pyridyl thioesters in the presence of zinc metal as a reducing agent. Utilization of a readily available thioester as an acylating agent and water as a proton donor enables the mechanistically distinctive and aldehyde-free hydroacylation of terminal alkynes. This non-chelation-controlled approach features mild reaction conditions, high step economy, and excellent regio- and stereoselectivity. | - |
dc.identifier.bibliographicCitation | COMMUNICATIONS CHEMISTRY, v.5, no.1, pp.13 | - |
dc.identifier.doi | 10.1038/s42004-022-00633-3 | - |
dc.identifier.issn | 2399-3669 | - |
dc.identifier.scopusid | 2-s2.0-85124389939 | - |
dc.identifier.uri | https://scholarworks.unist.ac.kr/handle/201301/57156 | - |
dc.identifier.url | https://www.nature.com/articles/s42004-022-00633-3 | - |
dc.identifier.wosid | 000750819500001 | - |
dc.language | 영어 | - |
dc.publisher | NATURE PUBLISHING GROUP | - |
dc.title | Synthesis of α,β-unsaturated ketones through nickel-catalysed aldehyde-free hydroacylation of alkynes | - |
dc.type | Article | - |
dc.description.isOpenAccess | TRUE | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.type.docType | Article | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordPlus | DIELS-ALDER REACTION | - |
dc.subject.keywordPlus | CARBONYL-COMPOUNDS | - |
dc.subject.keywordPlus | COUPLING REACTION | - |
dc.subject.keywordPlus | DUAL NICKEL | - |
dc.subject.keywordPlus | EPOXIDATION | - |
dc.subject.keywordPlus | EFFICIENT | - |
dc.subject.keywordPlus | ENONES | - |
dc.subject.keywordPlus | ALKENE | - |
dc.subject.keywordPlus | BAYLIS-HILLMAN REACTION | - |
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