Practical Synthesis of 1-Aryl-6-(hydroxymethyl)-2-ketopiperazines via a 6-exo Amide−Epoxide Cyclization
Organic Letters2004Vol. 6(22), pp. 4069–4072
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Noel A. Powell, Fred L. Ciske, Emma C. Clay, Wayne L. Cody, Dennis M. Downing, Peter G. Blazecka, Daniel D. Holsworth, Jeremy J. Edmunds
Abstract
[reaction: see text] Chiral 1-aryl-6-(hydroxymethyl)-2-ketopiperazines can be prepared via an operationally simple, 6-exo epoxide ring-opening cyclization to form the ketopiperazine C6-N1 bond in high yields and with excellent enantiomeric purity.
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