✦ LIBER ✦
Thermal and Photochemical Rearrangements of Divinylcyclopropanes to Cycloheptadienes. - A model for the biosynthesis of the cycloheptadiene derivatives found in a seaweed (Dictyopteris). Preliminary communication
✍ Scribed by Wilhelm Pickenhagen; Ferdinand Näf; Günther Ohloff; Paul Müller; Jean-Claude Perlberger
- Publisher
- John Wiley and Sons
- Year
- 1973
- Tongue
- German
- Weight
- 371 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The activation parameters of the thermal rearrangements of the trans‐divinylcyclopropanes 1 and 2, and of cis‐divinylcyclopropane 3 to give cycloheptadiene 5 have been determined. In addition it has been shown that trans‐divinylcyclopropane‐cycloheptadiene rearrangements also occur under irradiation by a mercury lamp in benzene at 40°. These low‐temperature in vitro rearrangements suggest that the biosynthesis of the cycloheptadienes in Dictyopteris (dictyopterenes C′ and D′) may proceed by the same reaction(s).