𝔖 Bobbio Scriptorium
✦   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

No coin nor oath required. For personal study only.

✦ 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).