State Key Laboratory of Bioreactor Engineering, Shanghai Collaborative Innovation Center for Biomanufacturing, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
Org Lett. 2020 May 1;22(9):3367-3372. doi: 10.1021/acs.orglett.0c00802. Epub 2020 Apr 13.
Exploring a collection of naturally occurring imine reductases (IREDs) identified two stereocomplementary IREDs with reducing activity toward sterically hindered 2-aryl-substituted pyrrolines. Using ()-selective IR and ()-selective IR, various chiral 2-aryl-substituted pyrrolidines with excellent enantioselectivity (>99% ee) were stereocomplementarily synthesized in good yield (60-80%), demonstrating the feasibility of IREDs for generating pharmaceutically relevant chiral 2-aryl-substituted pyrrolidine intermediates.
探索了一组天然存在的亚胺还原酶（IREDs），发现了两种具有立体互补性的 IRED，对空间位阻的 2-芳基取代的吡咯啉具有还原活性。使用（）-选择性 IR 和（）-选择性 IR，各种手性 2-芳基取代的吡咯烷以优异的对映选择性（>99%ee）立体互补合成，收率良好（60-80%），证明了 IRED 生成具有药物相关性的手性 2-芳基取代的吡咯烷中间产物的可行性。
