Fakultät Chemie , Technische Universität Dresden , Bergstraße 66 , 01069 Dresden , Germany.
A. M. Butlerov Chemistry Institute , Kazan Federal University , Kremlevskaya Str. 18 , Kazan 420008 Russia.
J Org Chem. 2018 Dec 21;83(24):15136-15143. doi: 10.1021/acs.joc.8b02426. Epub 2018 Dec 11.
We describe the first enantioselective total synthesis and the assignment of the absolute configuration of the furo[3,2- a]carbazole alkaloid furoclausine-B. As key steps for our approach we used a palladium(II)-catalyzed double C-H-bond activation for the construction of the carbazole framework, a Shi epoxidation, and an intramolecular opening of the epoxide for annulation of the dihydrofuran moiety.
我们描述了呋[3,2- a]咔唑生物碱呋罗克劳辛-B 的首次对映选择性全合成和绝对构型的确定。在我们的方法中,钯 (II) 催化的双重 C-H 键活化是构建咔唑骨架的关键步骤,Shi 环氧化和环氧化的分子内开环是二氢呋喃部分的稠环反应的关键步骤。