Les bases complexes—VII : Eliminations syn en serie cyclohexanique. Examen rapide de derives cyclopenta-et-heptaniques |
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| Authors: | G Guillaumet V Lemmel G Coudert P Caubere |
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| Institution: | Laboratoire de Chimie Organique I, Université de Nancy I, Case Officielle 140, 54037 Nancy Cedex, France |
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| Abstract: | It has been proved that the “complex base” NaNH2-t-BuONa is capable of performing syn-eliminations with compounds of the cyclohexane series, particularly with trans 1,2-dibromocyclohexanes. The equatorial position of the halogen favours such a reaction. A cyclic mechanism (of the Sicher-Zavada type) is proposed. The same reactions have been carried out in the cyclopentane and cycloheptane series. In these two cases an E2H-mechanism seems more probable. |
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