Unified Chemical Synthesis of Corynanthe-Sarpagine-Ajmaline Type Monoterpene Indole Alkaloids: A Biomimetic Approach.

ABSTRACT: The biosynthesis and chemical synthesis of corynanthe-sarpagine-ajmaline type monoterpene indole alkaloids, which share a close structural relationship, have presented key challenges in this field for decades. Herein, we present a biomimetic synthesis strategy inspired by biosynthetic hypotheses, successfully achieving a unified chemical synthesis of various corynanthe-sarpagine-ajmaline type polycyclic alkaloids. The success of this approach is attributed to (1) the rapid construction of chemically synthesized intermediates that closely resemble universally accepted biosynthetic intermediates via a sequence of formal Michael addition and retro-Michael addition reactions; (2) the efficient synthesis of the key indole-fused aza-bicyclic [3.3.1]-nonane framework in the target m

SUBMITTER: Sun YK 

PROVIDER: S-EPMC12569679 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature