2,2′-Bipyridine-α,α′-trifluoromethyl-diol ligand: synthesis and application in the asymmetric Et<sub>2</sub>Zn alkylation of aldehydes
Samuel Lauzon, Thierry Ollevier
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.
Topics & Concepts
ChemistryLigand (biochemistry)Steric effectsTrifluoromethylBipyridineStereoselectivityEnantiomerDiolAlkylationMedicinal chemistryStereochemistryChiral ligandAlcoholEnantioselective synthesisCatalysisOrganic chemistryCrystal structureAlkylReceptorBiochemistryFluorine in Organic ChemistryAsymmetric Synthesis and CatalysisChemical Synthesis and Analysis