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Thermal rearrangement of cyclopropyl imines. I. Total synthesis of myosmine and apoferrorosamine

✍ Scribed by R.V. Stevens; M.C. Ellis

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
165 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

We were impressed by the fact that such structurally dissimilar alkaloid families as the Strychnos, Aspidosperma, Senecio, Amaryllidaceae, and Tobacco all incorporate various perturbations of the pyrrolidine ring system [3]. Reasoning that any potentially general synthetic adventure into this vast array should, in principle, benefit from the nucleoohilic properties associated with the task was reduced to this central character.

πŸ“œ SIMILAR VOLUMES

Thermal rearrangement of cyclopropyl imi
Thermal rearrangement of cyclopropyl imines. : II. Synthesis of a mesembrine model
✍ R.V. Stevens; Mark P. Wentland πŸ“‚ Article πŸ“… 1968 πŸ› Elsevier Science 🌐 French βš– 121 KB

We recently reported (3) the total synthesis of the simple pyridine alkaloids myosmine [3] and apoferrorosamine [4] by means of the thermally induced, acid catalyzed, rearrangement of cyclopropyl ketimines [l]. The success and efficiency of these experiments has prompted us to further investigate th