| 手性氨基酸酰胺催化二乙基锌与芳香醛不对称加成反应 |
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| 引用本文： | 苟绍华,叶仲斌,蔡潇潇,刘曼,蒋文超.手性氨基酸酰胺催化二乙基锌与芳香醛不对称加成反应[J].有机化学,2012,32(6):1136-1140. |
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| 作者姓名： | 苟绍华 叶仲斌 蔡潇潇 刘曼 蒋文超 |
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| 作者单位： | 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;西南石油大学化学化工学院 成都610500
2. 西南石油大学化学化工学院 成都610500 |
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| 基金项目： | 油气藏地质及开发工程国家重点实验室开放基金 |
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| 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.
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| 关 键 词： | 加成反应 醛 氨基酸 苯基乙胺 二乙基锌 |
Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Modular Amino Acids and Phenylethanamine Based Chiral Ligands |
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| Gou,Shaohua
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Ye,Zhongbin
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Cai,Xiaoxiao
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Liu,Man
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Jiang,Wenchao.Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Modular Amino Acids and Phenylethanamine Based Chiral Ligands[J].Chinese Journal of Organic Chemistry,2012,32(6):1136-1140. |
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| Authors: | Gou Shaohua Ye Zhongbin Cai Xiaoxiao Liu Man Jiang Wenchao |
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| Institution: | Gou,Shaohua,a,b Ye,Zhongbina,b Cai,Xiaoxiaob Liu,Manb Jiang,Wenchaob(a State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation,Southwest Petroleum University,Chengdu 610500)(b School of Chemistry and Chemical Engineering,Southwest Petroleum University,Chengdu 610500) |
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| Abstract: | 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. |
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| Keywords: | addition reaction aldehyde amino acid phenylethanamine ditheylzinc |
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