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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 21
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Original Articles

Cyclohexanedione Bisaminals as Intermediates for Cyclen, Homocyclen, and Cyclam Synthesis

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Pages 3271-3282 | Received 04 Apr 2006, Published online: 24 Nov 2006
 

Abstract

A new easy‐to‐run route to cyclen, homocyclen, and cyclam is proposed, based on the cyclization with dibromo‐ or ditosyloxy‐derivatives of bisaminal intermediates obtained by condensation of the appropriate linear tetraamine with cyclohexanedione. In the cyclization step, the use of cesium carbonate instead of potassium carbonate as proton trapper caused a remarkable increase of yields.

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