(±)-Aspidospermidine (1) has been synthesized from the commercially available 2,3-dihydro-1H-carbazol-4(9H)-one 6 in 10 steps with 20% overall yield. The key step of the strategy is a one-pot carbonyl reduction/iminium formation/intramolecular conjugate addition reaction that may be applied for the synthesis of other Aspidosperma alkaloids.
H. Ma, X. Xie, P. Jing, W. Zhang and X. She, Org. Biomol. Chem., 2015, 13, 5255 DOI: 10.1039/C5OB00228A
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