4.7 Article

Atom Transfer Radical Cyclization of Trichloroacetamides to Electron-Rich Acceptors Using Grubbs' Catalysts: Synthesis of the Tricyclic Framework of FR901483

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 19, Pages 9365-9372

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo501110c

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Funding

  1. Ministry of Economy and Competitiveness of Spain [CTQ2010-14846/BQU, CTQ2013-41338-P]

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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.

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