Fluorous chiral bisoxazolines. Synthesis and applications to an asymmetric allylic alkylation |
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| Authors: | Jerome BayardonDenis Sinou |
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| Affiliation: | Laboratoire de Synthèse Asymétrique, associé au CNRS, CPE, Université Claude Bernard Lyon 1, 43, boulevard du 11 novembre 1918, 69622 Villeurbanne Cedex, France |
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| Abstract: | The easily accessible fluorous bisoxazolines 3a-b bearing two fluorous ponytails are efficient ligands in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate with carbonucleophiles in benzotrifluoride or CH2Cl2, enantioselectivities of up to 95% being obtained. The ligand is easily separated from the reaction mixture by simple extraction with a fluorous solvent. |
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| Keywords: | asymmetric alkylation fluorous bisoxazolines palladium catalyst |
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