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Direct organocatalytic asymmetric Michael reaction of fluorine hemiaminal-type nucleophile to 4-nitro-5-styrylisoxazoles

Luyao Li, Bo Zhu, Huihui Fan, Zhiyong Jiang, Junbiao Chang

2020Organic Chemistry Frontiers15 citationsDOI

Abstract

Herein, we report a chiral bifunctional thiourea catalyzed asymmetric Michael addition reaction between 2-(trifluoromethyl)oxazol-5(2<italic>H</italic>)-one as a direct C-2-position nucleophile to 4-nitro-5-styrylisoxazoles for the first time.

Topics & Concepts

ChemistryNucleophileBifunctionalNitroThioureaHemiaminalMichael reactionOrganocatalysisSquaramideTrifluoromethylMedicinal chemistryOrganic chemistryCatalysisEnantioselective synthesisAlkylFluorine in Organic ChemistryCarbohydrate Chemistry and SynthesisAsymmetric Synthesis and Catalysis
Direct organocatalytic asymmetric Michael reaction of fluorine hemiaminal-type nucleophile to 4-nitro-5-styrylisoxazoles | Litcius