Gram-Scale Total Synthesis of (±)-Ibogamine.

ABSTRACT: We describe the gram-scale total synthesis of (±)-ibogamine in nine steps and 24% overall yield. The approach features a Mitsunobu fragment coupling and macrocyclic Friedel-Crafts alkylation to establish the nitrogen-containing core of ibogamine. A regio- and diastereoselective hydroboration allows for simultaneous formation of the tetrahydroazepine and isoquinuclidine ring systems via sulfonamide deprotection and concomitant intramolecular cyclization.

SUBMITTER: Hughes AJ 

PROVIDER: S-EPMC12036526 | biostudies-literature | 2023 Jun

REPOSITORIES: biostudies-literature