A Concise Total Synthesis of (±)-Stepharine and (±)-Pronuciferine

2022/11/22 by Ruimin Chen, Ruiming Chen, Shihu Jia +4 · 1 citation
Biochemistry, Genetics and Molecular Biology · Chemistry · #Synthesis and bioactivity of alkaloids #Chemical synthesis and alkaloids #Catalytic C–H Functionalization Methods

paper · doi:10.1055/a-1984-0755

Abstract

Abstract A concise total synthesis of (±)-stepharine and (±)-pronuciferine using readily available reagents as the starting materials is reported. This synthesis features a three-component Catellani reaction/Au-catalyzed 6-exo-dig cyclization for the assembly of 1-methylene-tetrahydroisoquinoline scaffold and an oxidative dearomatization for constructing spiro-cyclohexadienone scaffold.

Cited by

• Isolation, biological activity, and synthesis of isoquinoline alkaloids

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