Highly Enantioselective Synthesis of a-Trifluoromethyldi- hydropyrans Using a Chiral Trifluoroethyl-substituted Thiourea Catalyst Derived from Amino Acid  

作　　者：李鹏 赵刚 朱仕正 

机构地区：[1]Key Laboratory of Synthetic Chemistry of Natural Substances and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China

出　　处：《Chinese Journal of Chemistry》2011年第12期2749-2758,共10页中国化学（英文版）

基　　金：Project supported by the National Natural Science Foundation of China （No. 21032006）.

摘　　要：An enantioselective Michael addition of ethyl 4,4,4-trifluoro-3-oxobutanoate to α,β-unsaturated ketone esters using a chiral alkyl-substituted thiourea catalyst is reported. Excellent levels of stereo-induction （up to 98% ee） under mild reaction conditions were obtained to afford the corresponding α-trifluoromethyldihydropyrans.An enantioselective Michael addition of ethyl 4,4,4-trifluoro-3-oxobutanoate to α,β-unsaturated ketone esters using a chiral alkyl-substituted thiourea catalyst is reported. Excellent levels of stereo-induction （up to 98% ee） under mild reaction conditions were obtained to afford the corresponding α-trifluoromethyldihydropyrans.

关 键 词：ENANTIOSELECTIVE Michael addition thiourea catalyst α-trifluoromethyldihydropyrans 

分 类 号：O643.36[理学—物理化学] TQ453.2[理学—化学]