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ASYMMETRIC CONJUGATE ADDITION REACTION OF NITROMETHANE TO β-ARYL-β-TRIFLUOROMETHYL ENONE, AND CATALYTIC ENANTIOSELECTIVE PRODUCTION METHOD OF TRIFLUOROMETHYL SUBSTITUTED DIARYLPYRROLINE OR N-OXIDE THEREOF
ASYMMETRIC CONJUGATE ADDITION REACTION OF NITROMETHANE TO β-ARYL-β-TRIFLUOROMETHYL ENONE, AND CATALYTIC ENANTIOSELECTIVE PRODUCTION METHOD OF TRIFLUOROMETHYL SUBSTITUTED DIARYLPYRROLINE OR N-OXIDE THEREOF
PROBLEM TO BE SOLVED: To provide an asymmetric conjugate addition reaction of nitromethane to a β-aryl-β-trifluoromethyl enone, and a catalytic enantioselective production method of a trifluoromethyl substituted diarylpyrroline or an N-oxide thereof.;SOLUTION: A high-enantioselective conjugate addition reaction of nitroalkane to a β-aryl-β-trifluoromethyl enone is successfully performed as a key reaction by using a cinchona alkaloid phase transfer catalyst. Further, by performing a continuous reaction of reduction/condensation/dehydration of a nitro group of the obtained compound, a trifluoromethyl substituted diarylpyrroline and an N-oxide thereof having an asymmetric tetrasubstituted carbon is successfully obtained with high enantioselectivity.;COPYRIGHT: (C)2014,JPO&INPIT
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