Organocatalytic Enantioselective Cross-Aldol Reaction of o-Hydroxyarylketones and Trifluoromethyl Ketones

• DOI: 10.1021/acs.orglett.7b00828
• Publication Date: 2017-05-08T15:34:51Z
• Authors: Pei Wang; Hong-Feng Li; Jia-Zhen Zhao; Zhi-Hong Du; Chao-Shan Da
• Keywords: Aldol reaction

The enantioselective cross-aldol reaction between o-hydroxyacetophenones and trifluoromethyl ketones catalyzed by chiral thiourea organocatalysts is reported. Gram-scale synthesis of the product was carried out, with no decrease in yield enantioselectivity. Furthermore, products thus prepared were used preparation medicinally interesting 3,5-diaryl-5-trifluoromethyl-2-isoxazoline β-trifluoromethyl-β-tertiary hydroxy acid ester high enantiopurity.