Tetrahedron: Asymmetry

Chiral sulfoxide ligands bearing nitrogen atoms as stereocontrollable coordinating elements in palladium-catalyzed asymmetric allylic alkylations

K Hiroi, Y Suzuki, I Abe, Y Hasegawa, K Suzuki

Index: Hiroi, Kunio; Suzuki, Yoshio; Abe, Ikuko; Hasegawa, Yutaka; Suzuki, Kenji Tetrahedron Asymmetry, 1998 , vol. 9, # 21 p. 3797 - 3817

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Citation Number: 43

Abstract

Palladium-catalyzed asymmetric allylic alkylations were studied by using chiral sulfoxide ligands bearing nitrogen atoms as coordinating elements, such as chiral α- sulfinylacetamides, β or γ-amino sulfoxides, and β-sulfinyl sulfonamides. The effects of the chiral sulfinyl functions on the asymmetric induction were demonstrated. Use of (S)-2- pyrrolidinophenyl p-tolyl sulfoxide or (S)-2-(N-butyl-N-methylaminomethyl) phenyl p-tolyl ...