Asymmetric synthesis of keto-substituted P-chiral phosphines by means of an unusual exo/endo-stereochemically controlled Diels–Alder reaction

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Pak-Hing Leung, Soh-Kheang Loh, Jagadese J. Vittal, Andrew J. P. White and David J. Williams


Abstract

An asymmetric Diels–Alder reaction between 1-phenyl-3,4-dimethylphosphole and ethyl vinyl ketone promoted by a chiral organopalladium complex gives the corresponding keto-substituted phosphine ligands in which the keto group can be stereospecifically located in the endo- or exo-positions of the phosphanorbornene skeleton.


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