Wang Hai-Ying, Li Zhi-Cheng, Zhang Chun-Lin, Ye Song
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
University of Chinese Academy of Sciences, Beijing 100049, China.
J Org Chem. 2023 Aug 18;88(16):11913-11923. doi: 10.1021/acs.joc.3c01194. Epub 2023 Jul 27.
An NHC-catalyzed atroposelective synthesis of axially chiral α-carbolinones from α,β-unsaturated iminoindole derivatives and α-chloroaldehydes was developed. The reaction proceeds through a cascade process including [4 + 2] annulation and then oxidative dehydrogenation with concomitant central-to-axial chirality conversion under mild conditions. The developed method opens a new avenue to efficiently access axially chiral α-carbolinones in moderate to good enantioselectivities.
开发了一种由NHC催化的从α，β-不饱和亚氨基吲哚衍生物和α-氯醛合成轴手性α-咔啉酮的对映选择性合成方法。该反应通过包括[4 + 2]环化以及随后在温和条件下伴随中心到轴向手性转化的氧化脱氢的串联过程进行。所开发的方法为以中等至良好的对映选择性有效获得轴手性α-咔啉酮开辟了一条新途径。
