Total synthesis of the Aspidosperma alkaloid (±)-subincanadine F via a titanium-mediated intramolecular nucleophilic acyl substitution strategy.
The total synthesis of the bridge-fused Aspidosperma indole alkaloid (±)-subincanadine F has been accomplished in seven steps. The synthetic utility of a titanium-mediated intramolecular nucleophilic acyl substitution (INAS) reaction for the construction of the bridge-fused ring system was demonstrated.
Cheng
Xiayun
X
Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.
Duhaime
Chelsea M
CM
Waters
Stephen P
SP
D030009:Aspidosperma / Q000737:chemistry*; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*
D026121:Indole Alkaloids; D009942:Organometallic Compounds; C522871:subincanadine F; D014025:Titanium