Titanocene-promoted intermolecular couplings of epoxides with nitriles. An easy access to beta-hydroxyketones.
Radical couplings of epoxides and nitriles mediated by Cp(2)TiCl provide a diastereoselective route to the synthesis of beta-hydroxyketones. The conditions of this "aldol-like" reaction are mild enough to avoid the dehydration of the beta-hydroxyketone. The scope of the coupling reaction with functionalized and tetrasubstituted epoxides has been studied. The radical character of the coupling reactions is demonstrated.
Fernández-Mateos
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Departamento de Química Orgánica, Facultad de CC. Químicas, Universidad de Salamanca, 37008 Salamanca, Spain. afmateos@usal.es
Encinas Madrazo
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Herrero Teijón
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Rubio González
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