广州化工
廣州化工
엄주화공
GUANGZHOU CHEMICAL INDUSTRY AND TECHNOLOGY
2015年
15期
108-110
,共3页
不对称%双噁唑啉配体%联苯取代%Suzuki偶联
不對稱%雙噁唑啉配體%聯苯取代%Suzuki偶聯
불대칭%쌍오서람배체%련분취대%Suzuki우련
asymmetry%bis( oxazoline) ligand%biphenyl substituted%Suzuki coupling
手性双噁唑啉配体在不对称催化反应中有着广泛的应用。合成不同取代基结构的手性双噁唑啉配体对于系统地研究空间效应对反应的对映选择性的影响具有重要作用。本文报道了以商业易得的手性源试剂 D－2－（对羟苯基）甘氨酸为原料，经过关键的Suzuki偶联以及Zn（OTf）2催化手性氨基醇与丙二腈化合物的缩合环化反应，得4，4′－联苯取代手性双噁唑啉配体，总收率34．2％。该方法提供了一条快速便捷的途径来合成4，4′－联苯类手性双恶唑啉配体。
手性雙噁唑啉配體在不對稱催化反應中有著廣汎的應用。閤成不同取代基結構的手性雙噁唑啉配體對于繫統地研究空間效應對反應的對映選擇性的影響具有重要作用。本文報道瞭以商業易得的手性源試劑 D－2－（對羥苯基）甘氨痠為原料，經過關鍵的Suzuki偶聯以及Zn（OTf）2催化手性氨基醇與丙二腈化閤物的縮閤環化反應，得4，4′－聯苯取代手性雙噁唑啉配體，總收率34．2％。該方法提供瞭一條快速便捷的途徑來閤成4，4′－聯苯類手性雙噁唑啉配體。
수성쌍오서람배체재불대칭최화반응중유착엄범적응용。합성불동취대기결구적수성쌍오서람배체대우계통지연구공간효응대반응적대영선택성적영향구유중요작용。본문보도료이상업역득적수성원시제 D－2－（대간분기）감안산위원료，경과관건적Suzuki우련이급Zn（OTf）2최화수성안기순여병이정화합물적축합배화반응，득4，4′－련분취대수성쌍오서람배체，총수솔34．2％。해방법제공료일조쾌속편첩적도경래합성4，4′－련분류수성쌍악서람배체。
Chiral bis ( oxazoline ) ligands have been widely used in asymmetric catalysis.Synthesis of different substituted chiral bis ( oxazolines ) facilitate systematical investigation on the relation between the steric effect and enantionselectivity in a asymmetric reaction.Using commercial available reagent D-4-hydroxyphenylglycine as the raw material, after reacted with aryl boronic acid through Suzuki coupling reaction as a key step, and condensation and cyclization reaction with chiral amino-alcohol and dimethylmalononitrile catalyzed by Zn( OTf) 2 , the targeted product was synthesized, the total yield was up to 34.2%.This methology provides a fast and convenient route to 4,4′-biphenyl chiral bis( oxazoline) ligands.
