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N,N'-Carbonyldiimidazole-Mediated Cyclization of Amino Alcohols to Substituted Azetidines and Other N-Heterocycles

Renata Marcia de Figueiredo, Roland Fröhlich and Mathias Christmann*

*Institut für Organische Chemie der RWTH Aachen, Landoltweg 1, 52074 Aachen, Germany, Email: christmannoc.rwth-aachen.de

R. M. de Figueiredo, R. Fröhlich, M. Christmann, J. Org. Chem., 2006, 71, 4147-4154.

DOI: 10.1021/jo060130b (free Supporting Information)


Abstract

An efficient method to activate hydroxyl groups of amino alcohols has been developed, which avoids the use of toxic reagents and tolerates various functional groups. This strategy has been applied to the synthesis of functionalized p-methoxyphenyl-protected azetidines, pyrrolidines, and piperidines.

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Key Words

Azetidines, Pyrrolidines, Piperidines, Imidazolecarboxylates


ID: J42-Y2006-1260