Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article 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.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC12036526 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.3c01595 | DOI Listing |
Publication Analysis
Top Keywords
gram-scale total
8
total synthesis
8
synthesis ±-ibogamine
8
±-ibogamine describe
4
describe gram-scale
4
±-ibogamine steps
4
steps 24%
4
24% yield
4
yield approach
4
approach features
4