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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 7
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Original Articles

Stereocontrolled Conversion of 3-Unsubstituted Isoxazole Compounds into Z-β-Siloxyacrylonitriles. A New Method for the Regioselective Synthesis of β-Enaminoketones

B. González Departamento de Química Orgánica, Universidad de Valladolid, 47011, Valladolid, Spain
,
A. M. González Departamento de Química Orgánica, Universidad de Valladolid, 47011, Valladolid, Spain
&
F. J. Pulido Departamento de Química Orgánica, Universidad de Valladolid, 47011, Valladolid, Spain
Pages 1005-1014 | Received 08 Aug 1994, Published online: 23 Sep 2006
 
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Abstract

The stereoselective synthesis of Z-β-siloxyacrylonitriles via base-induced ring cleavage of isoxazole precursors is described. Z-β-siloxyacrylonitriles react with organolithium compounds to give high yields of β-enaminoketones 1.

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