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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)


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.

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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.


Key Words

Allylic Amines, Protected Primary Amines


ID: J54-Y2008-2060