摘要/Abstract
以L-苯丙氨醇、连苯甲酰、醋酸铵及不同的杂芳醛为原料,经"四组分一锅煮"缩合反应合成了系列多芳基取代的手性咪唑氨基醇衍生物.X射线单晶衍射测定证明,在缩合反应中,L-苯丙氨醇的构型保持.将手性配体与Cu(OAc)2·H2O用于催化硝基甲烷与芳醛的不对称Henry反应,可以中等或高收率,高对映选择性(>99%)获得S构型的产物.此体系催化剂合成简单、反应条件温和、对映选择性高,有很好的应用前景.
关键词: 手性, 咪唑氨基醇, 不对称Henry反应
Using L-phenylalaninol as chiral precursor, a series of multi-aryl substituted imidazole amino alcohol derivatives containing appended chiral functionalities were synthesized through a "four component-one pot procedure" from the condensation reaction of L-phenylalaninol, dibenzoyl (benzil), ammonium acetate and different heterocyclic aryl-aldehyde. X-ray crystal analysis confirmed that the chiral carbon retained the S configuration of L-phenylalaninol. The chiral ligands in combination with Cu(OAc)2·H2O catalyzed the enantioselective Henry reaction of nitromethane and aromatic aldehydes with moderate to high yields and excellent enantioselectivities (>99%) with S configuration. The easy availability of catalyst components, mild reaction conditions and high enantioselectivity make the system attractive for practical application.
Key words: chiral, imidazole amino alcohol, asymmetric Henry reaction
PDF全文下载地址:
点我下载PDF