双磺酰胺化苯丙氨酸酰胺催化二乙基锌与芳香醛不对称加成反应  

Enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by a bis-sulfonamidation phenylalanine

作　　者：苟绍华[1,2] 彭川[1] 王雨璐 周艳婷[1] GOU Shao- hua;PENG Chuan;WANG Yu-lu;ZH(Sichuan Key Laboratory of Applied Chemistry of Oil and Gas Field,Southwest Petroleum University,Chengdu 610500, China;State Key Lab of Oil and Gas Reservoir Geology and Exploitation,Southwest Petroleum University,Chengdu 610500,China)

机构地区：[1]西南石油大学,油气田应用化学四川省重点实验室,四川成都610500 [2]西南石油大学,油气藏地质及开发工程国家重点实验室,四川成都610500

出　　处：《化学研究与应用》2017年第12期1812-1816,共5页Chemical Research and Application

基　　金：油气田应用化学四川省重点实验室开放基金项目(YQKF201404)资助;四川省教育厅重点项目(15ZA0051)资助;四川省青年科技创新研究团队专项计划(2015TD0007)资助

摘　　要：利用手性环己基二胺、1,2-二苯基乙二胺、苯丙氨酸和对甲苯磺酰氯等为原料,制备出了两种手性磺酰胺化苯丙氨酸酰胺催化剂,并将其用于催化二乙基锌与系列芳香醛对映选择性加成反应。最佳的催化剂体系(15mol%1a)能够对含有吸电子基团、供电子基团,不同位阻的芳香醛均有较好的效果,能够在比较温和的条件下获得最高达84%ee和中等程度的产率。Two chiral sulfonamidation phenylalanine amide catalysts were synthesied using cyclohexyl amine,1,2-diphenylenediamine,phenylalanine and p-toluenesulfonyl chloride as raw materials,and it was used to catalyze the enantioselective addition of diethylzinc to a series of aromatic aldehydes.Up to 84% ee and moderate yields could be obtained by the optimal catalyst system(15 mol%1 a)in mild condition for containing electron withdrawing groups,electron donating group and different sterically hindered aromatic aldehydes.

关 键 词：加成反应 磺酰胺 苯丙氨酸 二乙基锌 

分 类 号：O621.25[理学—有机化学]