Total Synthesis of (±)-Goniomitine via Radical Translocation.
The aspidosperma alkaloid goniomitine was synthesized in six steps from 2-ethyl-δ-valerolactam. The convergent strategy features an Ullman coupling to assemble the required carbon atoms. A complexity-generating radical translocation reaction was used to build the indole architecture.
Department of Chemistry, Oregon State University , 153 Gilbert Hall, Corvallis, Oregon 97331, United States.
Jessica K
JK
Vellucci
Department of Chemistry, Oregon State University , 153 Gilbert Hall, Corvallis, Oregon 97331, United States.
Christopher M
CM
Beaudry
D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D026121:Indole Alkaloids; D007769:Lactams; C526621:goniomitine; C511520:valerolactam