Solvolyseversuche bei Verbindungen vom Typus des Δ1,9-10-Hydroxymethyl-octalins
✍ Scribed by J. W. Rowe; A. Melera; D. Arigoni; O. Jeger; L. Ruzicka
- Book ID
- 102856725
- Publisher
- John Wiley and Sons
- Year
- 1957
- Tongue
- German
- Weight
- 825 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Solvolysis of Δ^1,9^‐10‐hydroxymethyl‐octaline benzenesulfonate (XIII) yields as the chief product [0,1,4,4]‐Δ^1^‐tricyclo‐undecene (XV), the structure of which was subsequently proven by chemical means. In a competing reaction involving molecular rearrangement some bicyclic compound XVI is also found. Similarly Δ^12^‐18, 28‐cyclo compounds have been isolated in the solvolysis of Δ^13,18^‐28‐mesylates or benzenesulfonates of the oleanane series, thus supporting the view that homoallylic ring closure is the major reaction occurring in the solvolysis of compounds which contain the Δ^1,9^‐10‐hydroxymethyl‐octaline system.