{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Lau SH"],"funding":["NIBIB NIH HHS","National Institute of General Medical Sciences","NIGMS NIH HHS"],"pagination":["15873-15881"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8667461"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["143(38)"],"pubmed_abstract":["A Ni/photoredox-catalyzed enantioselective reductive coupling of styrene oxides and aryl iodides is reported. This reaction affords access to enantioenriched 2,2-diarylalcohols from racemic epoxides via a stereoconvergent mechanism. Multivariate linear regression (MVLR) analysis with 29 bioxazoline (BiOx) and biimidazoline (BiIm) ligands revealed that enantioselectivity correlates with electronic properties of the ligands, with more electron-donating ligands affording higher ee's. Experimental and computational mechanistic studies were conducted, lending support to the hypothesis that reductive elimination is enantiodetermining and the electronic character of the ligands influences the enantioselectivity by altering the position of the transition state structure along the reaction coordina"],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Ni/Photoredox-Catalyzed Enantioselective Cross-Electrophile Coupling of Styrene Oxides with Aryl Iodides."],"pmcid":["PMC8667461"],"funding_grant_id":["F32 EB027587-01","F32 GM129910","R35 GM126986","F32  GM129910-01","F32 EB027587"],"pubmed_authors":["Steiman TJ","Doyle AG","Wang LS","Lau SH","Parasram M","Borden MA"],"additional_accession":[]},"is_claimable":false,"name":"Ni/Photoredox-Catalyzed Enantioselective Cross-Electrophile Coupling of Styrene Oxides with Aryl Iodides.","description":"A Ni/photoredox-catalyzed enantioselective reductive coupling of styrene oxides and aryl iodides is reported. This reaction affords access to enantioenriched 2,2-diarylalcohols from racemic epoxides via a stereoconvergent mechanism. Multivariate linear regression (MVLR) analysis with 29 bioxazoline (BiOx) and biimidazoline (BiIm) ligands revealed that enantioselectivity correlates with electronic properties of the ligands, with more electron-donating ligands affording higher ee's. Experimental and computational mechanistic studies were conducted, lending support to the hypothesis that reductive elimination is enantiodetermining and the electronic character of the ligands influences the enantioselectivity by altering the position of the transition state structure along the reaction coordina","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Sep","modification":"2025-04-04T07:47:48.382Z","creation":"2025-04-04T07:47:48.382Z"},"accession":"S-EPMC8667461","cross_references":{"pubmed":["34542286"],"doi":["10.1021/jacs.1c08105"]}}