Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2009, Issue 19, Pages 3145-3149Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200900353
Keywords
Chiral Bronsted acid; Enantioselective arylation; Asymmetric catalysis; Organocatalysis
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Funding
- National Natural Science Foundation of China [20772091]
- Tianjin Municipal Science and Technology Commission [07JCDJC04700]
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Chiral phosphoric acid was found to be an effective organocatalysts for the direct enantioselective arylation of ethyl 4,4,4-trifluoroacetoacetate (ETFAA). A series of chiral trifluoromethyl-substituted tertiary alcohols were obtained in moderate to high yields with up to 78% ee. Several desired products were obtained with excellent optical purities after a single re crystallization. This method was also extended to ethyl trifluoropyruvate, which is complementary to systems catalyzed by Lewis acids and cinchona alkaloids. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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