✦ LIBER ✦
Durch Umlagerung induzierte Fragmentierung von 4-Tosyloxymethyl-chinuclidin und vergleichende Solvolyse von 1-Tosyloxymethyl-bicyclo[2,2,2]octan und Neopentyltosylat Fragmentierungsreaktionen, 3. Mitteilung
✍ Scribed by C. A. Grob; R. M. Hoegerle; M. Ohta
- Publisher
- John Wiley and Sons
- Year
- 1962
- Tongue
- German
- Weight
- 708 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
A fragmentation reaction can be induced by generating a γ‐amino‐carbonium ion through a Wagner‐Meerwein rearrangement of a δ‐amino‐p‐toluenesulfonic ester. Thus solvolysis of 4‐tosyloxymethyl‐quinuclidine (9a) in aqueous ethanol yields the 4‐methylene‐1‐aza‐cycloheptanes (20a) and (20b).