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Atom transfer radical cyclization of trichloroacetamides to electron-rich acceptors using Grubbs' catalysts: synthesis of the tricyclic framework of FR901483

, : Atom transfer radical cyclization of trichloroacetamides to electron-rich acceptors using Grubbs' catalysts: synthesis of the tricyclic framework of FR901483. Journal of Organic Chemistry 79(19): 9365-9372

Intramolecular Kharasch-type additions of trichloroacetamides on anisole and enol acetates catalyzed by Grubbs' ruthenium carbenes are described. This protocol provides access to highly functionalized 2-azaspiro[4.5]decanes, morphan compounds, and the azatricyclic core of FR901483.


PMID: 25203675

DOI: 10.1021/jo501110c

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