Solvent-free direct regioselective ring opening of epoxides with imidazoles |
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Authors: | Rosario Torregrosa |
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Affiliation: | Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain |
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Abstract: | The reaction of different epoxides with commercially available imidazole at 60 °C leads to the formation of the corresponding 1-(β-hydroxyalkyl)imidazoles in a regioselective manner. When the reaction is applied to a chiral epoxide [(R)-styrene oxide], the expected chiral alcohol is isolated with the same enantiomeric excess. The use of benzimidazole as the heterocyclic component in the same process also allows the simple preparation of the corresponding 1-(β-hydroxyalkyl)benzimidazoles. |
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Keywords: | Epoxides Ring opening Imidazole Benzimidazole Nucleophilic attack |
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