Imidazolium-tagged ferrocenyl diphosphanes in allylic substitution with heteroatom nucleophiles

R Šebesta, F Bilčík

Index: Sebesta, Radovan; Bilcik, Filip Tetrahedron Asymmetry, 2009 , vol. 20, # 16 p. 1892 - 1896

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Citation Number: 16

Abstract

Imidazolium-tagged ferrocenyl diphosphanes are useful ligands in palladium-catalyzed allylic substitutions with heteroatom nucleophiles. Substitution with phthalimide proceeds with high enantioselectivity (up to 92% ee) in various ionic liquids. Reaction with p-cresol as nucleophile affords allylation product in up to 62% ee, while using tolylsulfinate as a nucleophile gives a product with very little or no enantioselectivity. Under these reaction ...