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Expedient Route to the Functionalized Calyciphylline A-Type Skeleton via a Michael Addition–RCM Strategy

2011; American Chemical Society; Volume: 13; Issue: 19 Linguagem: Inglês

10.1021/ol202000w

1523-7060

Filippo Sladojevich, Iacovos N. Michaelides, Benjamin Darses, John W. Ward, Darren J. Dixon,

Synthetic Organic Chemistry Methods

An efficient, robust, and scalable strategy to access the functionalized core of calyciphylline A-type alkaloids has been developed starting from commercially available 3-methylanisole. Key features of this approach are an intramolecular Michael addition/allylation sequence and a ring-closing metathesis step.