title: Total synthesis of the Aspidosperma alkaloid (±)-subincanadine F via a titanium-mediated intramolecular nucleophilic acyl substitution strategy.
abstract: 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.
authors.affiliation: Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.
authors.forename: Xiayun
authors.initials: X
authors.lastname: Cheng
authors.forename: Chelsea M
authors.initials: CM
authors.lastname: Duhaime
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Waters
mesh_terms: 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*
chemical_list: D026121:Indole Alkaloids; D009942:Organometallic Compounds; C522871:subincanadine F; D014025:Titanium