Diastereoselective access to trans-2-substituted cyclopentylamines |
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| Authors: | Joosten Antoine Lambert Emilie Vasse Jean-Luc Szymoniak Jan |
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| Institution: | Institut de Chimie Mole?culaire de Reims, CNRS (UMR 6229) and Universite? de Reims, 51687 Reims Cedex 2, France. |
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| Abstract: | A highly diastereoselective synthesis of trans-2-substituted cyclopentylamines via a tandem hydrozirconation/Lewis acid-mediated cyclization sequence applied to butenyl oxazolidines is described. The method allows an easy preparation of diversely substituted cyclopentylamines which appear to be useful synthetic intermediates. This was further illustrated by the syntheses of (±)-Rodocaine, (±)-trans-pentacin, and enantiomerically enriched trans-cyclopentane-1,2-diamine. |
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