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Asymmetric allylic alkylation using a polymer-supported palladium catalyst in the presence of chiral ligands

✍ Scribed by Maria Michela Dell’Anna; Piero Mastrorilli; Cosimo Francesco Nobile; Gian Paolo Suranna

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 80 KB
Volume: 201
Category: Article
ISSN: 1381-1169
DOI: 10.1016/s1381-1169(03)00126-2

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✦ Synopsis

Polymer-supported Pd(AAEMA) 2 (Pd-pol) [AAEMA -: deprotonated form of 2-(acetoacetoxy)ethyl methacrylate] in the presence of chiral ligands catalyses the asymmetric substitution of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. A series of conventional ligands were tested: the enantioselectivities (up to 93% ee) were similar to those observed employing the analogous homogeneous catalyst or a classical soluble palladium complex. In some case the supported catalyst was used in two subsequent runs with only a slight loss of activity and selectivity.

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