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syn-Tricyclo[4.2.1.12,5]deca-3,7-diene, the head-to-head [4 + 4] dimer of cyclopentadiene

✍ Scribed by Doecke, Christopher W.; Klein, Gerhard; Paquette, Leo A.

Book ID
126933394
Publisher
American Chemical Society
Year
1978
Tongue
English
Weight
296 KB
Volume
100
Category
Article
ISSN
0002-7863

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Diels–Alder reactivity of anti-tricyclo[
Diels–Alder reactivity of anti-tricyclo[4.2.1.12,5]deca-3,7-diene derivatives
✍ Markus Etzkorn; Maria del Rosario I. Amado-Sierra; Steven D. Smeltz; Michael Ger πŸ“‚ Article πŸ“… 2009 πŸ› Elsevier Science 🌐 French βš– 252 KB

The limited thermal stability of the polycyclic dione 1 can be circumvented by reacting its derivatives, hydroxyketone 3 and diol 4 with tetrachlorothiophene dioxide (6d) to yield the mono-Diels-Alder adduct 8 and rearranged polycyclic ether 11, respectively. The structures of both new products were