{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Xiang M"],"funding":["Welch Foundation","National Institute of General Medical Sciences","NIH HHS","NIGMS NIH HHS"],"pagination":["8849-8854"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8299538"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["143(23)"],"pubmed_abstract":["The first catalytic enantioselective ruthenium-catalyzed carbonyl reductive couplings of allene pronucleophiles is described. Using an iodide-modified ruthenium-BINAP-catalyst and <i>O</i>-benzhydryl alkoxyallene <b>1a</b>, carbonyl (α-alkoxy)allylation occurs from the alcohol or aldehyde oxidation level to form enantiomerically enriched <i>syn</i>-<i>sec,tert</i>-diols. Internal chelation directs intervention of (<i>Z</i>)-σ-alkoxyallylruthenium isomers, which engage in stereospecific carbonyl addition."],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Enantioselective Ruthenium-BINAP-Catalyzed Carbonyl Reductive Coupling of Alkoxyallenes: Convergent Construction of <i>syn-sec,tert</i>-Diols via (<i>Z</i>)-σ-Allylmetal Intermediates."],"pmcid":["PMC8299538"],"funding_grant_id":["RO1-GM093905","S10 OD021508","R01 GM093905","F-0038"],"pubmed_authors":["Brito GA","Krische MJ","Pfaffinger DE","Xiang M","Ortiz E"],"additional_accession":[]},"is_claimable":false,"name":"Enantioselective Ruthenium-BINAP-Catalyzed Carbonyl Reductive Coupling of Alkoxyallenes: Convergent Construction of <i>syn-sec,tert</i>-Diols via (<i>Z</i>)-σ-Allylmetal Intermediates.","description":"The first catalytic enantioselective ruthenium-catalyzed carbonyl reductive couplings of allene pronucleophiles is described. Using an iodide-modified ruthenium-BINAP-catalyst and <i>O</i>-benzhydryl alkoxyallene <b>1a</b>, carbonyl (α-alkoxy)allylation occurs from the alcohol or aldehyde oxidation level to form enantiomerically enriched <i>syn</i>-<i>sec,tert</i>-diols. Internal chelation directs intervention of (<i>Z</i>)-σ-alkoxyallylruthenium isomers, which engage in stereospecific carbonyl addition.","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Jun","modification":"2025-04-04T20:16:08.781Z","creation":"2025-04-04T20:16:08.781Z"},"accession":"S-EPMC8299538","cross_references":{"pubmed":["34060818"],"doi":["10.1021/jacs.1c03480"]}}