Intermolecular Hydroamination of Allenes with N-Unsubstituted Carbamates Catalyzed by a Gold(I) N-Heterocyclic Carbene Complex

Robert E. Kinder, Zhibin Zhang and Ross A. Widenhoefer*

*Duke University, French Family Science Center, Durham, North Carolina 27708-0346, Email: rwidenhochem.duke.edu

R. E. Kinder, Z. Zhang, R. A. Widenhoefer, Org. Lett., 2008, 10, 3157-3159.

DOI: 10.1021/ol8010858 (free Supporting Information)

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Abstract

Hydroamination of substituted allenes with benzyl carbamate catalyzed by (NHC)AuCl and AgOTf in dioxane led to isolation of allylic carbamates in good yield as single regio- and diastereomers.

see article for more examples

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Highly Active Au(I) Catalyst for the Intramolecular exo-Hydrofunctionalization of Allenes with Carbon, Nitrogen, and Oxygen Nucleophiles

Z. Zhang, C. Liu, R. E. Kinder, X. Han, H. Qian, R. A. Widenhoefer, J. Am. Chem. Soc., 2006, 128, 9066-9073.

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Key Words

Allylic Amines, Protected Primary Amines

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ID: J54-Y2008-2060