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Highly Efficient Au(I)-Catalyzed Intramolecular Addition of β-Ketoamide to Unactivated Alkenes

Cong-Ying Zhou and Chi-Ming Che*

*Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, Email: cmchehku.hk

C.-Y. Zhou, C.-M. Che, J. Am. Chem. Soc., 2007, 129, 5828-5829.

DOI: 10.1021/ja070027j


Abstract

N-Alkenyl β-ketoamides undergo a mild cyclization in the presence of Au[P(t-Bu)2(o-biphenyl)]Cl and AgOTf with excellent regioselectivities and yields. The reaction provides an efficient method to prepare highly substituted lactams.

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Key Words

γ-lactams, δ-lactams


ID: J48-Y2007-1480