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Gold-Mediated Synthesis and Functionalization of Chiral Halopyridones

Khanh Hung Nguyen, Sophie Tomasi, Myriam Le Roch, Loïc Toupet, Jacques Renault, Philippe Uriac and Nicolas Gouault*

*Equipe PNSCM, UMR 6226, Université de Rennes 1, 2 avenue du Pr. Léon Bernard 35043 Rennes Cedex, France, Email: nicolas.gouaultuniv-rennes1.fr

K. H. Nguyen, S. Tomasi, M. Le Roch, L. Toupet, J. Renault, P. Uriac, N. Gouault, J. Org. Chem., 2013, 78, 7809-7815.

DOI: 10.1021/jo400827b (free Supporting Information)



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Abstract

A gold-catalyzed cyclization of β-amino-ynone intermediates and halodeauration process enables a rapid and efficient one-step halopyridone synthesis.


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Enantiospecific Synthesis of Pyridinones as Versatile Intermediates toward Asymmetric Piperidines

N. Gouault, M. Le Roch, A. Cheignon, P. Uriac, M. David, Org. Lett., 2011, 13, 4371-4373.


Key Words

2,3-dihydro-4-pyridones, NBS, NIS


ID: J42-Y2013