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Letters in Organic Chemistry

Author(s): Laura Carceller-Ferrer, Gonzalo Blay*, José R. Pedro* and Carlos Vila

DOI: 10.2174/1876402911666190806105543

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Squaramide-Catalyzed Enantioselective Michael Addition of Pyrazol-3- ones to ortho-Quinone Methides

Page: [837 - 844] Pages: 8

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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).

Keywords: Asymmetric catalysis, organocatalysis, ortho-quinone methides, pyrazolones, Michael reaction.