Enantioselective Total Synthesis and Assignment of the Absolute Configuration of the Furo[3,2- a]carbazole Alkaloid Furoclausine-B

J Org Chem. 2018 Dec 21;83(24):15136-15143. doi: 10.1021/acs.joc.8b02426. Epub 2018 Dec 11.

Abstract

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.