手性氨基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 Modular Amino Acids and Phenylethanamine Based Chiral Ligands

作　　者：苟绍华[1,2] 叶仲斌[1,2] 蔡潇潇[2] 刘曼[2] 蒋文超[2] 

机构地区：[1]西南石油大学油气藏地质及开发工程国家重点实验室,成都610500 [2]西南石油大学化学化工学院,成都610500

出　　处：《有机化学》2012年第6期1136-1140,共5页Chinese Journal of Organic Chemistry

基　　金：油气藏地质及开发工程国家重点实验室开放基金(No.PLN1105)资助项目~~

摘　　要：将由磺酰化氨基酸和长链的含甲氧基官能团的胺制备的(S)-N-(4-甲氧基苯乙基)-3-苯基-2-(对甲基苯磺酰胺)丙酰胺(1d)手性配体用于催化二乙基锌与系列芳香醛对映选择性加成反应.15 mol%该催化剂能够对含有吸电子基团、供电子基团及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高达87%ee和中等程度的产率.Enantioselective addition of diethylzinc to a series of aromatic aldehydes was developed by chiral ligand（S）-N-（4-methoxyphenethyl）-3-phenyl-2-（tosylamino）propanamide（1d）,which was derivatived from a modular amino acids and long chain amine containg OMe.The catalytic system employing 15 mol% of 1d without using titanium complex was found to promote the addition of diethylzinc（ZnEt2） to a wide range of aromatic aldehydes with electron-donating and elec-tron-withdrawing substituents,giving up to 87% ee of the corresponding secondary alcohol under mild conditions.

关 键 词：加成反应 醛 氨基酸 苯基乙胺 二乙基锌 

分 类 号：O643.32[理学—物理化学]