Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singapore.
KAUST Catalysis Center and Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal, 23955-6900, Saudi Arabia.
Angew Chem Int Ed Engl. 2019 Apr 8;58(16):5427-5431. doi: 10.1002/anie.201900248. Epub 2019 Mar 14.
The dearomatization of 3-nitroindoles through a chiral-phosphine-mediated [3+2] annulation reaction is described. This method makes use of readily available 3-nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine-triggered cyclization has not been utilized previously in a dearomatization process.
本文描述了通过手性膦介导的[3+2]环加成反应实现 3-硝基吲哚的去芳构化。该方法利用易得的 3-硝基吲哚作为芳构化原料，以高对映选择性快速构建广泛的环戊烷吲哚啉生物碱骨架。值得注意的是，以前在去芳构化过程中没有利用过磷引发的环化。
