含双哌啶基手性β-氨基醇的合成及其在二乙基锌与芳香醛加成中的手性诱导作用  

Synthesis of Chiral β-Aminoalcohols with Bispidine Moiety and Their Chiral Induction in the Addition of Diethylzinc to Aromatic Aldehydes

作　　者：王芳[1] 冉维津[1] 张月成[1] 赵继全[1] 

机构地区：[1]河北工业大学化工学院,天津300130

出　　处：《合成化学》2010年第5期533-537,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然基金青年科学基金资助项目(20806020)

摘　　要：合成了五个含双哌啶基的手性β-氨基醇化合物(2a,2b,4b^4d),其结构经1H NMR,13C NMR,IR和MS表征,其中4b^4d未见文献报道。2和4在二乙基锌对芳香醛的不对称加成反应中均显示出优良的手性诱导作用,以苯甲醛为底物时,所得仲醇的ee值最高达93.1%。Five chiral β-aminoalcohols（2a,2b,4b^4d） with a bispidine moiety were synthesized.The structures were characterized by 1H NMR,13C NMR,IR and MS.4b^4d were new compounds.2 and 4 were used in the asymmetric addition reaction of diethylzinc to aromatic aldehydes and 2 and 4 showed excellent chiral induction in the reaction.When benzaldehyde was used as a substrate,the enantiomeric excess（ee） of the correspondent secondary alcohol was up to 93.1%.

关 键 词：双哌啶 Β-氨基醇 二乙基锌 芳香醛 不对称加成 合成 催化 

分 类 号：O621.34[理学—有机化学]