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新的手性[2-(1-羟基烷基)吡咯]甲基二茂铁配体的合成及其在催化不对称加成二乙基锌到芳香醛中的应用
引用本文:徐翠莲,王敏灿,候学会,刘宏民,王德坤. 新的手性[2-(1-羟基烷基)吡咯]甲基二茂铁配体的合成及其在催化不对称加成二乙基锌到芳香醛中的应用[J]. 中国化学, 2005, 23(10): 1443-1448. DOI: 10.1002/cjoc.200591443
作者姓名:徐翠莲  王敏灿  候学会  刘宏民  王德坤
作者单位:[1]Department of Chemistry, Zhengzhou University, Zhengzhou, Henan 450052, China
基金项目:Project supported by the National Natural Science Foundation of China (No. 20172047) and the Education Commission of Henan Province.
摘    要:A series of new optically active [2-(1-hydroxyalkyl)pyrrolidino]methylferrocenes were conveniently prepared from commercially available L-proline and ferrocenecarboxylic acid. The crystal structure of key intermediate was obtained. They were then applied to catalyze enantioselective addition of diethylzinc to arylaldehydes with enantioselectivity up to 99%. The effects of the ligand structures on the enantioselectivity were also studied.

关 键 词:手性化合物 合成方法 催化反应 脯氨酸 晶体结构
收稿时间:2005-04-01
修稿时间:2005-04-012005-08-01

Synthesis of New Chiral [2‐(1‐Hydroxyalkyl)pyrrolidino]methyl‐ferrocenes and Application to the Catalytic Asymmetric Addition of Diethylzinc to Arylaldehydes
Xu CuiLian;Wang MinCan;Hou XueHui;Liu HongMin;Wang DeKun. Synthesis of New Chiral [2‐(1‐Hydroxyalkyl)pyrrolidino]methyl‐ferrocenes and Application to the Catalytic Asymmetric Addition of Diethylzinc to Arylaldehydes[J]. Chinese Journal of Chemistry, 2005, 23(10): 1443-1448. DOI: 10.1002/cjoc.200591443
Authors:Xu CuiLian  Wang MinCan  Hou XueHui  Liu HongMin  Wang DeKun
Abstract:A series of new optically active [2‐(1‐hydroxyalkyl)pyrrolidino]methylferrocenes were conveniently prepared from commercially available L‐proline and ferrocenecarboxylic acid. The crystal structure of key intermediate was obtained. They were then applied to catalyze enantioselective addition of diethylzinc to arylaldehydes with enantio‐ selectivity up to 99%. The effects of the ligand structures on the enantioselectivity were also studied.
Keywords:chiral [2‐(1‐hydroxyalkyl)pyrrolidino]methylferrocene  synthesis  asymmetric addition  diethylzinc  arylaldehyde
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