Aldehyde Carboxylation: A Concise DFT Mechanistic Study and a Hypothetical Role of CO (2) in the Origin of Life

Cited 3 time in webofscience Cited 0 time in scopus
  • Hit : 232
  • Download : 0
DC FieldValueLanguage
dc.contributor.authorJuhl, Martinko
dc.contributor.authorKim, MyungJoko
dc.contributor.authorLee, Hee-Yoonko
dc.contributor.authorBaik, Mu-Hyunko
dc.contributor.authorLee, Ji-Woongko
dc.date.accessioned2019-06-19T01:30:40Z-
dc.date.available2019-06-19T01:30:40Z-
dc.date.created2019-06-18-
dc.date.created2019-06-18-
dc.date.created2019-06-18-
dc.date.issued2019-06-
dc.identifier.citationSYNLETT, v.30, no.9, pp.987 - 996-
dc.identifier.issn0936-5214-
dc.identifier.urihttp://hdl.handle.net/10203/262744-
dc.description.abstractCarbon 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.languageEnglish-
dc.publisherGEORG THIEME VERLAG KG-
dc.titleAldehyde Carboxylation: A Concise DFT Mechanistic Study and a Hypothetical Role of CO (2) in the Origin of Life-
dc.typeArticle-
dc.identifier.wosid000469034000001-
dc.identifier.scopusid2-s2.0-85065975240-
dc.type.rimsART-
dc.citation.volume30-
dc.citation.issue9-
dc.citation.beginningpage987-
dc.citation.endingpage996-
dc.citation.publicationnameSYNLETT-
dc.identifier.doi10.1055/s-0037-1611738-
dc.contributor.localauthorLee, Hee-Yoon-
dc.contributor.localauthorBaik, Mu-Hyun-
dc.contributor.nonIdAuthorJuhl, Martin-
dc.contributor.nonIdAuthorLee, Ji-Woong-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorcarbon dioxide-
dc.subject.keywordAuthorumpolung-
dc.subject.keywordAuthororigin of life-
dc.subject.keywordAuthorcyanide-
dc.subject.keywordAuthoramino acids-
dc.subject.keywordPlusN-HETEROCYCLIC CARBENES-
dc.subject.keywordPlusSOLVATION FREE-ENERGIES-
dc.subject.keywordPlusMOLECULAR CALCULATIONS-
dc.subject.keywordPlusCARBON-DIOXIDE-
dc.subject.keywordPlusHYDROGEN CARBONATES-
dc.subject.keywordPlusAROMATIC-ALDEHYDES-
dc.subject.keywordPlusDECARBOXYLATION-
dc.subject.keywordPlusPOTENTIALS-
dc.subject.keywordPlusOXIDATION-
dc.subject.keywordPlusACYLATION-
Appears in Collection
CH-Journal Papers(저널논문)
Files in This Item
There are no files associated with this item.
This item is cited by other documents in WoS
⊙ Detail Information in WoSⓡ Click to see webofscience_button
⊙ Cited 3 items in WoS Click to see citing articles in records_button

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0