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.
Departamento de Química Orgánica, Facultad de CC. Químicas, Universidad de Salamanca, 37008 Salamanca, Spain. afmateos@usal.es
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A
Fernández-Mateos
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S
Encinas Madrazo
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P
Herrero Teijón
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R
Rubio González