Synthesis of Novel 1,4-Bissulfonamide Ligands for Enantioselective Addition of Diethylzinc to Aldehydes  

作　　者：杨明华 孙江涛 朱成建 

机构地区：[1]Department of Chemistry, Lishui University, Lishui, Zhejiang 323000, China [2]School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, Jiangsu 210093, China

出　　处：《Chinese Journal of Chemistry》2011年第8期1697-1702,共6页中国化学（英文版）

基　　金：Project supported by ttae National Natural Science Foundation of China （No. 20672053）, the Science Foundation of Zhejiang Province （No. Y407081） and the National Basic Research Program of China （No. 2007CB925103）.

摘　　要：Several novel chiral sulfonamide ligands based on （1R,2S,4R,5S）-1,4-diamino-2,5-dimethylcyclohexane skele- ton have been synthesized and their application in the enantioselective addition of diethylzinc to aldehydes was in- vestigated in the presence of Ti（Oipr）4. The effect of ligands, temperature and the loading amount of ligands was studied. Under optimized conditions, enantioselective addition of diethylzinc with various aryl aldehydes and aliphatic aldehydes proceeded smoothly and afforded chiral secondary alcohols in up to 88% ee.Several novel chiral sulfonamide ligands based on （1R,2S,4R,5S）-1,4-diamino-2,5-dimethylcyclohexane skele- ton have been synthesized and their application in the enantioselective addition of diethylzinc to aldehydes was in- vestigated in the presence of Ti（Oipr）4. The effect of ligands, temperature and the loading amount of ligands was studied. Under optimized conditions, enantioselective addition of diethylzinc with various aryl aldehydes and aliphatic aldehydes proceeded smoothly and afforded chiral secondary alcohols in up to 88% ee.

关 键 词：asymmetric catalysis chiral sulfonamide DIETHYLZINC ALDEHYDE 

分 类 号：O621.34[理学—有机化学] O625.41[理学—化学]