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The effect of the trifluoromethyl group on the methylenecyclopropane rearrangement

✍ Scribed by Xavier Creary; Anthony F. Sky; M.E. Mehrsheikh-Mohammadi

Book ID
104221772
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
231 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

The CFsgroup, in conjunction with an electron donor group, can enhance the rate of the methylenecyclopropane rearrangement. This is attributed to captodative radical stabilization of the intermediate biradical.

πŸ“œ SIMILAR VOLUMES

The Photochemical Methylenecyclopropane
The Photochemical Methylenecyclopropane Rearrangement of Feist's Ester
✍ Jacques Kagan πŸ“‚ Article πŸ“… 1972 πŸ› John Wiley and Sons 🌐 German βš– 155 KB

## Abstract In contrast to the thermal rearrangement, the photochemically induced methylenecyclopropane rearrangement of diethyl __trans__‐methylenecyclopropane‐2,3‐dicarboxylate (I) and of ethyl ethoxycarbonylcyclopropylideneacetate (__syn__ or __anti__) produced diethyl __cis__‐methylenecycloprop