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Thermal isomerization of 5-acetyl-5-methylbicyclo[2.1.0]pentane. Endo-exo stereomutation and cyclopropyl-allylic rearrangement of the endo ketone on separate potential energy surfaces

✍ Scribed by Grosclaude, Jean P.; Gonzenbach, Hans U.; Perlberger, Jean C.; Schaffner, Kurt

Book ID
126923595
Publisher
American Chemical Society
Year
1975
Tongue
English
Weight
270 KB
Volume
97
Category
Article
ISSN
0002-7863

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The Thermal Isomerizations of Bicyclo[2.
The Thermal Isomerizations of Bicyclo[2.1.0]pent-5-yl Methyl Ketones: endo-exo stereomutation and cyclopropyl-allylic rearrangement to cyclopent-2-enyl methyl ketones
✍ Jean-Pierre Grosclaude; Hans-Ulrich Gonzenbach; Jean-Claude Perlberger; Kurt Sch 📂 Article 📅 1976 🏛 John Wiley and Sons 🌐 German ⚖ 650 KB

## Abstract Bicyclo[2.1.0]pent‐5‐yl methyl ketones undergo two thermal isomerization reactions. The __endo‐exo__ stereomutation follows the ring‐flip path in better than 90%, with inversion of the configuration of the angular carbon atoms by cleavage and reclosure of the central bond. Stereomutatio