Department of Chemistry, Manchester Institute of Biotechnology, University of Manchester, 131 Princess Street, Manchester M1 7DN, U.K.
J Am Chem Soc. 2023 Mar 1;145(8):4431-4437. doi: 10.1021/jacs.2c09176. Epub 2023 Feb 15.
Herein, we report a one-pot, chemoenzymatic process for the synthesis of enantioenriched C(1)-allylated tetrahydroisoquinolines. This transformation couples a monoamine oxidase (MAO-N)-catalyzed oxidation with a metal catalyzed allylboration, followed by a biocatalytic deracemization to afford allylic amine derivatives in both high yields and good to high enantiomeric excess. The cascade is operationally simple, with all components added at the start of the reaction and can be used to generate key building blocks for further elaboration.
在此,我们报告了一种一锅、化学酶法合成对映体富集的 C(1)-烯丙基四氢异喹啉的方法。该转化结合了单胺氧化酶(MAO-N)催化的氧化和金属催化的烯丙基化,然后进行生物催化的外消旋化,以高产率和良好到高对映体过量获得烯丙基胺衍生物。级联反应操作简单,所有反应物都在反应开始时加入,可以用于生成关键的构建块,以进一步进行修饰。