Sulfoxides as stereochemical controllers in intermolecular Heck reactions

N Díaz Buezo, JC de la Rosa, J Priego…

Index: Diaz Buezo, Nuria; De La Rosa, Juan Carlos; Priego, Julian; Alonso, Ines; Carretero, Juan Carlos Chemistry - A European Journal, 2001 , vol. 7, # 18 p. 3890 - 3900

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Citation Number: 65

Abstract

Abstract The study of a variety of substituted sulfoxides as chiral auxiliaries in intermolecular Heck reactions of sulfinyldihydrofurans and sulfinylcyclopentenes with different iodoarenes is reported. In the presence of [Pd (OAc) 2]/Ag 2 CO 3 and a bidentate phosphine ligand, synthetically useful yields and asymmetric inductions were obtained. By far the best diastereoselectivities were obtained by the use of the palladium-coordinating o-(N, N- ...