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• W3204197661 startingPage "11025" @default.
• W3204197661 abstract "A chiral 2,2'-bipyridine ligand (1) bearing α,α'-trifluoromethyl-alcohols at 6,6'-positions was designed in five steps affording either the R,R or S,S enantiomer with excellent stereoselectivities, i.e. 97% de, >99% ee and >99.5% de, >99.5% ee, respectively. The key step for reaching high levels of stereoselectivity was demonstrated to be the resolution of the α-CF3-alcohol using (S)-ibuprofen as the resolving agent. An initial application for the 2,2'-bipyridine-α,α'-CF3-diol ligand was highlighted in the ZnII-catalyzed asymmetric ethylation reaction of aromatic, heteroaromatic, and aliphatic aldehydes. Synergistic electron deficiency and steric hindrance properties of the newly developed ligand afforded the corresponding alcohols in good to excellent yields (up to 99%) and enantioselectivities (up to 95% ee). As observed from single crystal diffraction analysis, the complexation of the 2,2'-bipyridine-α,α'-CF3-diol ligand generates an unusual hexacoordinated ZnII." @default.
• W3204197661 created "2021-10-11" @default.
• W3204197661 creator A5008542347 @default.
• W3204197661 creator A5035439323 @default.
• W3204197661 date "2021-01-01" @default.
• W3204197661 modified "2023-09-24" @default.
• W3204197661 title "2,2′-Bipyridine-α,α′-trifluoromethyl-diol ligand: synthesis and application in the asymmetric Et₂Zn alkylation of aldehydes" @default.
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• W3204197661 doi "https://doi.org/10.1039/d1cc04556c" @default.
• W3204197661 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/34605507" @default.
• W3204197661 hasPublicationYear "2021" @default.
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