手性δ-取代己内酰胺化学/酶串联一锅法合成及立体构型调控  

One pot chemo/enzymatic synthesis of chiralδ-substituent caprolactam and its configuration controlling

作　　者：屠美玲[1] 王祁宁[1] 李琰君[1] 张建庭[1] 贾继宁[1] 杨阿三[1] TU Meiling;WANG Qining;LI Yanjun;ZHANG Jianting;JIA Jining;YANG Asan(College of Chemical Engineering,Zhejiang University of Technology,Hangzhou 310014,China)

机构地区：[1]浙江工业大学化工学院,浙江杭州310014

出　　处：《浙江大学学报（理学版）》2024年第1期55-63,共9页Journal of Zhejiang University（Science Edition）

基　　金：浙江省科技厅公益项目(LGF18D060002).

摘　　要：报道了一种以1-取代高烯丙基胺为原料,结合酶催化动态动力学拆分与分子内烯烃复分解反应串联一锅法制备手性δ-取代己内酰胺的方法。分别用脂肪酶和蛋白酶作为动态动力学拆分催化剂,实现了手性δ-取代己内酰胺立体构型的调控。通过该方法制备的R-δ-取代己内酰胺的对映体过量值(enantiomeric excess,ee)均在90%以上,产率维持在76%以上;所制备的S-δ-取代己内酰胺的ee也在82%以上,产率均高于70%。Herein,a novel one pot synthesis of chiralδ-substituent caprolactam strategy which applies 1-substituent homoallylic amine as the starting material is reported.This method combines the enzymatic dynamic kinetic resolution(DKR)and ring cross metathesis.Moreover,the configuration of caprolactam can be controlled by using lipase and protease as the DKR catalyst.The enantiomeric excess value of obtained R-and S-caprolactam can reach up to 90%and 82%,the yield can also be above 82%and 70%.

关 键 词：手性己内酰胺 立体构型可调控合成 化学/酶串联一锅法合成 

分 类 号：TQ46[化学工程—制药化工]