RESUMEN

Free ortho-hydroxy cinnamate ester derivatives are evaluated in the synthesis of structurally diverse 4-aryl-coumarins via a tandem Heck-Matsuda cyclization reaction. Free phenolic groups were considered incompatible with such a reaction, which usually provide the corresponding diazo dyes. A concise and scalable route employing a ligand-free, Pd-catalyzed Heck-Matsuda arylation under aerobic conditions for the preparation of (R)-Tolterodine in high overall yield and ee is also presented.

Asunto(s)

Compuestos de Bencidrilo/síntesis química , Cinamatos/química , Cumarinas/síntesis química , Cresoles/síntesis química , Fenilpropanolamina/síntesis química , Compuestos de Bencidrilo/química , Catálisis , Cumarinas/química , Cresoles/química , Ciclización , Ésteres , Estructura Molecular , Paladio/química , Fenilpropanolamina/química , Estereoisomerismo , Tartrato de Tolterodina