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Pd-Catalyzed α-Arylation-Vinylation of Arylmandelic Acid Derivatives
L. Jiang, S. Weist, S. Jansat*
Institute of Chemical Research of Catalonia, Tarragona, Spain
22 June 2009 (online)
The dioxolane derivative of mandelic acid (1) has been used as a substrate as well as an auxiliary in various Pd-catalyzed reactions. The authors report the first α-arylation and vinylation of this chiral substrate to provide products containing a chiral all-carbon stereocenter. Use of standard hydrolysis or reductive procedures provide chiral α-hydroxy acids and 1,2-diols, respectively, in high optical purities.