Title:Squaramide-Catalyzed Enantioselective Michael Addition of Pyrazol-3- ones to <i>ortho</i>-Quinone Methides
VOLUME: 17 ISSUE: 11
Author(s):Laura Carceller-Ferrer, Gonzalo Blay*, José R. Pedro* and Carlos Vila
Affiliation:Departament de Quimica Organica, Facultat de Quimica, Universitat de Valencia, Dr. Moliner 50, 46100 Burjassot, Valencia, Departament de Quimica Organica, Facultat de Quimica, Universitat de Valencia, Dr. Moliner 50, 46100 Burjassot, Valencia, Departament de Quimica Organica, Facultat de Quimica, Universitat de Valencia, Dr. Moliner 50, 46100 Burjassot, Valencia, Departament de Quimica Organica, Facultat de Quimica, Universitat de Valencia, Dr. Moliner 50, 46100 Burjassot, Valencia
Keywords:Asymmetric catalysis, organocatalysis, ortho-quinone methides, pyrazolones, Michael reaction.
Abstract:A bifunctional squaramide catalyzed the enantioselective Michael addition of pyrazol-3-
ones to ortho-quinone methides, generated in situ from 2-(1-tosylalkyl)phenols is presented. The corresponding
chiral pyrazolones are obtained with good to excellent yields (27-98%) and enantiomeric excess
(14-99% ee).