Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Org Lett. 2010 Mar 5;12(5):1136-8. doi: 10.1021/ol100171z.
The first chiral Lewis acid catalyzed enantioselective Friedel-Crafts alkylation of pyrroles with beta-CF(3) acrylates has been investigated, which afforded various types of chiral trifluoromethylated compounds in excellent yields (90-99%) with high ee's (up to 99% ee). With the aid of the Friedel-Crafts reaction adduct, optically active trifluorinated heliotridane was successfully constructed.
首次研究了手性路易斯酸催化的吡咯与β-CF3丙烯酸盐的对映选择性Friedel-Crafts 烷基化反应，该反应以高对映选择性（高达 99%ee）和优秀的产率（90-99%）得到了各种类型的手性三氟甲基化化合物。借助 Friedel-Crafts 反应加合物，成功构建了具有光学活性的三氟化海松烷。
