Synthesis of (±)-desethylrhazinal using a tandem radical addition-cyclization process.
The indolizidine ring system present in (±)-rhazinal, was assembled using a xanthate-based sequential intermolecular radical addition-cyclization process. The novel (±)-desethylrhazinal was prepared in seven steps in approximately 12% overall yield from 2-formylpyrrole, using this strategy.
Paleo
Ehecatl
E
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacan, México, D.F. 04510, Mexico.
Osornio
Yazmin M
YM
Miranda
Luis D
LD
D000447:Aldehydes / Q000138:chemical synthesis*; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D007212:Indolizines / Q000138:chemical synthesis*; D015394:Molecular Structure
D000447:Aldehydes; D005609:Free Radicals; D007212:Indolizines; C480458:rhazinal