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

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

Journal Name: Letters in Organic Chemistry

Volume 17 , Issue 11 , 2020

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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.

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Article Details

VOLUME: 17
ISSUE: 11
Year: 2020
Page: [837 - 844]
Pages: 8
DOI: 10.2174/1876402911666190806105543
Price: $95

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