Tetrahedron: Asymmetry

Preparation of N-phenyl-(S)-prolinol-derived P, N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation

B Jiang, ZG Huang, KJ Cheng

Index: Jiang, Biao; Huang, Zuo-Gang; Cheng, Ke-Jun Tetrahedron Asymmetry, 2006 , vol. 17, # 6 p. 942 - 951

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Citation Number: 19

Abstract

Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)- prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1, 3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84–97% ee), including an optically active fluorine-containing compound.