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New Simple Chiral Phosphine Oxazolidine Ligands: Easy Synthesis and ­Application in the Palladium-Catalyzed Asymmetric Allylic Alkylation

ABSTRACT New types of chiral phosphine-oxazolidines have been easily synthesized in a straightforward one-pot process starting from optically active aminoalcohols. They were screened in the Pd-catalyzed asymmetric allylic alkylations of 1,3-diphenyl-2-propenyl acetate with dimethylmalonate. The reac...

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Bibliographic Details
Published in:Synlett 2005-05, Vol.2005 (8), p.1331-1333
Main Authors: Braga, Antonio L., Sehnem, Jasquer A., Lüdtke, Diogo S., Zeni, Gilson, Silveira, Claudio C., Marchi, Miriam I.
Format: Article
Language:English
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Summary:ABSTRACT New types of chiral phosphine-oxazolidines have been easily synthesized in a straightforward one-pot process starting from optically active aminoalcohols. They were screened in the Pd-catalyzed asymmetric allylic alkylations of 1,3-diphenyl-2-propenyl acetate with dimethylmalonate. The reaction proceeds smoothly in good to excellent yields and excellent stereoselectivity was obtained (up to 97%).
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-868475