Asymmetric synthesis of chiral trifluoromethylated heliotridane via highly catalytic asymmetric Friedel-Crafts alkylation with beta-trifluoromethylated acrylates and pyrroles

作者：Huang Yiyong; Suzuki Satoru; Liu Guokai; Tokunaga Etsuko; Shiro Motoo; Shibata Norio^*

来源：New Journal of Chemistry, 2011, 35(11): 2614-2621.

DOI：10.1039/c1nj20550a

Chiral Ph-dbfox (Ph-dbfox = (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline))/Zn(NTf(2))(2) catalyzed enantioselective Friedel-Crafts reactions of beta-CF(3) acrylates with pyrroles and indoles have been investigated, which afforded the corresponding chiral trifluoromethyl pyrrole and indole derivatives in high yields (90-99%) with a range of 66-99% ee values. With the aid of the chiral adduct of the asymmetric Friedel-Crafts reaction, the chiral trifluoromethylated heliotridane has been successfully constructed in good total yield.

• 出版日期2011
• 单位中南大学