Vinyl‐Kationen, I. Umlagerungen von Homopropargyl‐Verbindungen zu kleinen Ringen
- 1 January 1970
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 733 (1) , 5-26
- https://doi.org/10.1002/jlac.19707330103
Abstract
Primäre Homopropargylsulfonate (7: R = Alkyl, X = OSO2R′) ergeben bei Solvolyse in Lösungsmitteln geringer Nucleophilie (Ameisensäure, Trifluoressigsäure) bevorzugt 2‐Alkylcyclobutanone (11: R = Alkyl). Der Einfluß der Substituenten an der Dreifachbindung auf die Richtung der Umlagerung wird untersucht. Sekundäre Homopropargylsulfonate (18: X = OSO2R′) ergeben bei der Solvolyse geringere Ausbeuten an Cyclobutanonen. Die Solvolyse primärer Homopropargylsulfonate in Gegenwart von Quecksilbersalzen führt bevorzugt zu Alkyl‐cyclopropyl‐ketonen.Keywords
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