The first catalytic asymmetric addition of diethylzinc to aldehyde promoted by chiral thiourea  

作　　者：Zhi Guo Qiao Tian Hua Shen Zhen Fang Fu Jun Qi Li Hong Wang Qing Bao Song 

机构地区：[1]The State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310032, China

出　　处：《Chinese Chemical Letters》2011年第11期1265-1268,共4页中国化学快报（英文版）

基　　金：Open-Ended Fund of the State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology

摘　　要：A series of C_2-symmetric and asymmetric chiral thiourea derivatives were synthesized from commercial L-phenylalanine.All of the new compounds have been fully characterized by IR,~1H NMR,^（13）C NMR,MS spectra and elemental analyses.The chiral thioureas were used as chiral ligands in the catalytic enantioselective ethylation of aldehydes with diethylzinc,the corresponding sec-alcohols were gained with excellent enantioselectivities（up to 87.1%ee） and high yields（up to 76.7%） after the conditions were optimized.A series of C_2-symmetric and asymmetric chiral thiourea derivatives were synthesized from commercial L-phenylalanine.All of the new compounds have been fully characterized by IR,~1H NMR,^（13）C NMR,MS spectra and elemental analyses.The chiral thioureas were used as chiral ligands in the catalytic enantioselective ethylation of aldehydes with diethylzinc,the corresponding sec-alcohols were gained with excellent enantioselectivities（up to 87.1%ee） and high yields（up to 76.7%） after the conditions were optimized.

关 键 词：Chiral thiourea DIETHYLZINC Amino alcohol C_2-symmetric Enantioselective addition 

分 类 号：O621.36[理学—有机化学] O621.34[理学—化学]