Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 349, Issue 10, Pages 1714-1724Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200600647
Keywords
allylic substitution; asymmetric catalysis; copper; cycloaddition; immobilization; palladium
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The synthesis of two Fesulphos-based chiral ligands and their immobilization on a polystyrene support is described. These supported chiral ligands act as very efficient catalysts in 1,3-dipolar cycloaddition and allylic substitution reactions providing the products with excellent enantioselectivities (91 to > 99 % ee). Filtration of the catalyst from the reaction mixtures allows simple product isolation. The polymer-supported Cu complex of chiral ligand PS-8 can be recycled without further addition of a copper salt in 1,3-dipolar cycloaddition reactions.
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