Electrooxidation of terpenes—I. Synthesis of dihydrocarvone and 1-hydroxyneodihydrocarveol by anodic oxidation of limonene |
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Authors: | V. Montiel M. López-Segura A. Aldaz M. Grande F. Barba |
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Affiliation: | Departamento de Química Física, Facultad de Ciencias, Universidad de Alicante, Apartado 99, Spain;Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Alicante, Spain;Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Murcia, Spain |
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Abstract: | The oxidation of (+) and (?) limonene, 1, in THF-H2O (25:1), NaClO4 on a graphite electrode gives, with a relative stereoselectivity, (+) and (?) dihydrocarvone, 5 and (+) and (?) 1-hydroxyneodihydrocarveol, 7, respectively as the major products. A logical route for this oxidation via a protonated epoxide as intermediate is proposed. |
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Keywords: | To whom correspondence should be addressed. |
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