Iridium-catalyzed aziridination of aliphatic aldehydes, aliphatic amines and ethyl diazoacetate
Iridium-catalyzed aziridination of aliphatic aldehydes, aliphatic amines and ethyl diazoacetate
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DOI：
10.1039/b000518p
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发表时间：
2000-01-01
影响因子：
4.9
通讯作者：
Ishii, Y
中科院分区：
文献类型：
--
作者：
Kubo, T;Sakaguchi, S;Ishii, Y
以[Ir（cod）Cl]（2）为催化剂，在温和条件下实现了脂肪醛、脂肪胺和重氮乙酸乙酯的三组分偶联反应，合成了相应的氮丙啶衍生物;例如正丁醛的反应，叔丁胺和重氮基乙酸乙酯在催化量的[Ir（cod）Cl]（2）存在下在THF中在-10 ℃下反应，得到1-叔丁基-2-乙氧羰基-3-（4-甲氧基苯基）-3-（4-甲氧基苯基）-2-（三氟甲基）-2-（三氟甲基）苯基）-2-（三氟甲基）-4-（三氟甲基）苯甲酰胺。丙氮丙啶的产率为85%，立体选择性高（顺：反= 96：4）。
Three-component coupling reactions of aliphatic aldehydes, aliphatic amines and ethyl diazoacetate to the corresponding aziridine derivatives has been achieved by the use of [Ir(cod)Cl](2) as a catalyst under mild conditions; for instance, the reaction of n-butyraldehyde, tert-butylamine and ethyl diazoacetate in the presence of a catalytic amount of [Ir(cod)Cl](2) in THF at -10 degrees C gave 1-tert-butyl-2-ethoxycarbonyl-3-propylaziridine in 85% yield in high stereoselectivity (cis : trans = 96 : 4).