一种新的手性氨基醇配体的合成及在二乙基锌对苯甲醛的不对称加成反应中的应用

Synthesis of a new chiral amino alcohol and its application to enantioselective addition of diethylzinc to benzaldehyde

以L-丝氨酸为手性源,经过酯化,缩合,还原氨化,关环,格氏反应,成功地得到了一种新的手性β-氨基醇(6),其结构经过IR,1H NMR,13C NMR,HRMS表征,并首次将其应用于催化二乙基锌对苯甲醛的不对称加成反应中,得到了较高的产率(82.8%)和较好的ee值(76.1%).

A novel chiral β- amino alcohol ligands esterification, condensation, reductive amination, （6） has been successfully synthesized from L- serine through ring -closing reaction and Grignard reaction. The structure of 6 was characterized by IR, 1H NMR, 13C NMR and HRMS. 6 has been used as catalyst for the first time in the enan- tioselective addition of diethylzinc to benzaldehyde to provide sec - alcohol with high yield （ 82.8% ） and good ee （76.1%）.