This review presents the structural diversity of 73 stemmadenine and related alkaloids, as well as their biological activities, and fully describes the biosynthetic proposal for stemmadenine and the successful synthetic approaches.
Collective synthesis of geissolosimine, geissoschizoline, akuammicine, (16S)-deshydroxymethylstemmadenine and Aspidospermatan alkaloids was achieved based on a catalytic asymmetric double Michael addition.
A simple method to calculate a similarity metric between two synthetic routes, based on bonds formed and grouping of atoms in the target compound.
In this review, we provide an overview of alkaloid syntheses reported since 2017, categorized by scaffold, with a focus on key steps involving asymmetric reactions catalyzed by secondary amine organocatalysts.
This review aims at drawing a parallel between all known monoterpene indole alkaloids oligomers by illustrating the chemical logic underlying their assembly.