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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 8
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Original Articles

Improvement of the Synthesis of Chiral Non-Racemic Bicyclic Lactams in the Piperidin-2-ones Series

Laurent Micouin Laboratoire de Chimie Thérapeutique associé au C.N.R.S. Faculté des Sciences Pharmaceutiques et Biologiques Université René, Descartes, 4, Avenue de l'Observatoire, 75270, Paris Cedex 06, France
,
Jean-Charles Quirion Laboratoire de Chimie Thérapeutique associé au C.N.R.S. Faculté des Sciences Pharmaceutiques et Biologiques Université René, Descartes, 4, Avenue de l'Observatoire, 75270, Paris Cedex 06, France
&
Henri-Philippe Husson Laboratoire de Chimie Thérapeutique associé au C.N.R.S. Faculté des Sciences Pharmaceutiques et Biologiques Université René, Descartes, 4, Avenue de l'Observatoire, 75270, Paris Cedex 06, France
Pages 1605-1611 | Received 18 Oct 1995, Published online: 15 Aug 2006
 
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Abstract

Bicyclic lactams 8 have been prepared in enantiomerically pure form from the corresponding amino esters 5 and glutaric anhydride. The key step is the reduction of imides 7 in methanol. Selective reduction of 8 furnished N-substituted lactams 9.

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