DC Field | Value | Language |
---|---|---|
dc.contributor.author | Juhl, Martin | ko |
dc.contributor.author | Kim, MyungJo | ko |
dc.contributor.author | Lee, Hee-Yoon | ko |
dc.contributor.author | Baik, Mu-Hyun | ko |
dc.contributor.author | Lee, Ji-Woong | ko |
dc.date.accessioned | 2019-06-19T01:30:40Z | - |
dc.date.available | 2019-06-19T01:30:40Z | - |
dc.date.created | 2019-06-18 | - |
dc.date.created | 2019-06-18 | - |
dc.date.created | 2019-06-18 | - |
dc.date.issued | 2019-06 | - |
dc.identifier.citation | SYNLETT, v.30, no.9, pp.987 - 996 | - |
dc.identifier.issn | 0936-5214 | - |
dc.identifier.uri | http://hdl.handle.net/10203/262744 | - |
dc.description.abstract | Carbon dioxide is arguably one of the most stable carbon-based molecules, yet enzymatic carbon fixation processes enabled the sustainable life cycle on Earth. Chemical reactions involving CO (2) -functionalization often suffer from low efficiency with highly reactive substrates. We recently reported mild carboxylation of aldehydes to furnish -keto acids - a building block for chiral -amino acids via reductive amination. Here, we discuss potential reaction mechanisms of aldehyde carboxylation reactions based on two promoters: NHCs and KCN in the carboxylation reaction. New DFT mechanistic studies suggested a lower reaction barrier for a CO (2) -functionalization step, implying a potential role of CO (2) in prebiotic evolution of organic molecules in the primordial soup. 1 Introduction: Aldehydes, Benzoins, Carboxylic Acids 2 CO (2) -Activation: NHC, Cyanide, Lewis Acid and Water 3 A Breslow Intermediate: Benzoin Reaction vs. Carboxylation with CO (2) 4 Carboxylation in the Primordial Soup 5 Conclusion | - |
dc.language | English | - |
dc.publisher | GEORG THIEME VERLAG KG | - |
dc.title | Aldehyde Carboxylation: A Concise DFT Mechanistic Study and a Hypothetical Role of CO (2) in the Origin of Life | - |
dc.type | Article | - |
dc.identifier.wosid | 000469034000001 | - |
dc.identifier.scopusid | 2-s2.0-85065975240 | - |
dc.type.rims | ART | - |
dc.citation.volume | 30 | - |
dc.citation.issue | 9 | - |
dc.citation.beginningpage | 987 | - |
dc.citation.endingpage | 996 | - |
dc.citation.publicationname | SYNLETT | - |
dc.identifier.doi | 10.1055/s-0037-1611738 | - |
dc.contributor.localauthor | Lee, Hee-Yoon | - |
dc.contributor.localauthor | Baik, Mu-Hyun | - |
dc.contributor.nonIdAuthor | Juhl, Martin | - |
dc.contributor.nonIdAuthor | Lee, Ji-Woong | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | carbon dioxide | - |
dc.subject.keywordAuthor | umpolung | - |
dc.subject.keywordAuthor | origin of life | - |
dc.subject.keywordAuthor | cyanide | - |
dc.subject.keywordAuthor | amino acids | - |
dc.subject.keywordPlus | N-HETEROCYCLIC CARBENES | - |
dc.subject.keywordPlus | SOLVATION FREE-ENERGIES | - |
dc.subject.keywordPlus | MOLECULAR CALCULATIONS | - |
dc.subject.keywordPlus | CARBON-DIOXIDE | - |
dc.subject.keywordPlus | HYDROGEN CARBONATES | - |
dc.subject.keywordPlus | AROMATIC-ALDEHYDES | - |
dc.subject.keywordPlus | DECARBOXYLATION | - |
dc.subject.keywordPlus | POTENTIALS | - |
dc.subject.keywordPlus | OXIDATION | - |
dc.subject.keywordPlus | ACYLATION | - |
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