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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
引用本文:赵文献,刘冠军,张朋飞,王瑾,张锟.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[J].商丘师范学院学报,2012,28(9):42-44.
作者姓名:赵文献  刘冠军  张朋飞  王瑾  张锟
作者单位:1. 商丘师范学院化学化工学院,商丘师范学院有机新材料合成重点实验室,河南商丘476000 郑州大学化学与分子工程学院,河南郑州450052
2. 郑州大学化学与分子工程学院,河南郑州,450052
3. 商丘师范学院化学化工学院,商丘师范学院有机新材料合成重点实验室,河南商丘476000
基金项目:国家自然科学基金资助项目(20972091,21172193);河南省科技攻关项目(92102210121);商丘师范学院博士科研启动基金支持项目
摘    要: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%).

关 键 词:β-氨基醇  二乙基锌  不对称合成

Synthesis of a new chiral amino alcohol and its application to enantioselective addition of diethylzinc to benzaldehyde
ZHAO Wenxian,LIU Guanjun,ZHANG Pengfei,WANG Jin,ZHANG Kun.Synthesis of a new chiral amino alcohol and its application to enantioselective addition of diethylzinc to benzaldehyde[J].Journal of Shangqiu Teachers College,2012,28(9):42-44.
Authors:ZHAO Wenxian  LIU Guanjun  ZHANG Pengfei  WANG Jin  ZHANG Kun
Institution:1(1.Department of Chemistry and Chemical Engineering and Key Laboratory of New Organic Materials Synthesis, Shangqiu Normal Univeristy,Shangqiu 476000,China;2.Department of Chemistry and Molecular Engineering, Zhengzhou University,Zhengzhou 450052,China)
Abstract:A novel chiral β-amino alcohol ligands(6) has been successfully synthesized from L-serine through esterification,condensation,reductive amination,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 enantioselective addition of diethylzinc to benzaldehyde to provide sec-alcohol with high yield(82.8%) and good ee(76.1%).
Keywords:β-amino alcohols  diethylzinc  asymmetric synthesis
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