4.8 Article

Ruthenium-Catalyzed Intramolecular Hydrocarbamoylation of Allylic Formamides: Convenient Access to Chiral Pyrrolidones

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 18, Pages 6814-6817

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja4026787

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Funding

  1. SSCI

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An attractive strategy for the synthesis of saturated nitrogen-containing heterocycles is described herein, involving the implementation of ruthenium-catalyzed intramolecular hydrocarbamoylation of olefins. The process proceeds by formal C-H bond cleavage of an allylic formamide followed by construction of a new C-C bond in a reaction that is characterized by complete atom-economy. The method is particularly valuable in conjunction with the numerous efficient strategies available for the preparation of optically active allylic formamides.

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