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Nouvelle transposition du squelette aspidospermane: reactivite de la chloro-16 dehydro-1 vincadifformine dans l' acide acetique |
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| Authors: | G Lewin J Poisson J Lamotte-Brasseur |
| Institution: | Centre d''Etudes Pharmaceutiques, Laboratoire de Chimie des Substances Thérapeutiques Naturelles, E.R.A. 317 C.N.R.S., avenue J. B. Clément, 92290 Châtenay-Malabry, France;Laboratoire de Cristallographie, Institut de Physique B5, Université de Liège au Sart Tilman, B-4000 Liège, Belgique |
| Abstract: | Heating of 16-chloro 1-dehydro vincadifformine 4a in pure acetic acid yields mainly the new compound 5 by a fragmentation-rearrangement sequence. Structure of 5 was studied by spectroscopic methods and it has been determined by X-ray crystallography of its reduction N-methylation derivative 8. The proposed mechanism for the formation of 5 is confirmed by a mass spectrometry study. |
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