Chiral fluorous phosphorus ligands based on the binaphthyl skeleton: synthesis and applications in asymmetric catalysis |
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| Institution: | 1. Department of Materials Engineering, Graduate Program in Materials Science and Engineering, Federal University of São Carlos (UFSCar), São Carlos, SP, Brazil;2. Materials Engineering Department, Federal University of Rio Grande do Sul (UFRGS), Porto Alegre, RS, Brazil |
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| Abstract: | Two enantiopure fluorous phosphines have been conveniently synthesized by combining palladium-catalyzed coupling reactions of easily available binaphthyl building-blocks with the introduction of fluorous ponytails onto aromatic compounds via ether bond formation. These new fluorous chiral phosphines have been tested as ligands in metal-catalyzed asymmetric transformations, the best results being obtained in the palladium-catalyzed asymmetric allylic substitution of 1,3-diphenyl-2-propenyl acetate affording the products of up to 87% e.e. |
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