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Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
Prakash T Parvatkar1, Eugene S Smotkin1, Roman Manetsch2,3
1Department of Chemistry and Chemical Biology, Northeastern University, 102 Hurtig Hall, 360 Huntington Avenue, Boston, MA, 02115, USA.
Abstract:
The synthesis of tetracyclic indole alkaloid (±)-decursivine was accomplished using BINOL-phosphoric acid catalyzed tandem oxidative cyclization as a key step with (bis(trifluoroacetoxy)iodo)benzene (PIFA) as an oxidizing agent. This represents one of the shortest and highest yielding routes for the synthesis of (±)-decursivine from readily available starting materials.
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