摘要
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。
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.
出处
《广州化工》
CAS
2015年第15期108-110,共3页
GuangZhou Chemical Industry
