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Total Synthesis of (±)‐Nominine, a Heptacyclic Hetisine‐Type Aconite Alkaloid

2004; Wiley; Volume: 43; Issue: 35 Linguagem: Inglês

10.1002/anie.200460332

1521-3773

Hideaki Muratake, Mitsutaka Natsume,

Alkaloids: synthesis and pharmacology

The barrier has finally been lifted to the synthesis of hetisine-type alkaloids with the total synthesis of (±)-nominine (1) in 40 steps from 2-bromo-5-methoxyphenethyl iodide. Key steps in the construction of the architecturally complex polycyclic structure of this natural product were a radical cyclization of an enyne and a palladium-catalyzed intramolecular α arylation of an aldehyde.