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Diels–Alder reactivity of anti-tricyclo[4.2.1.12,5]deca-3,7-diene derivatives

✍ Scribed by Markus Etzkorn; Maria del Rosario I. Amado-Sierra; Steven D. Smeltz; Michael Gerken

Publisher: Elsevier Science
Year: 2009
Tongue: French
Weight: 252 KB
Volume: 50
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2009.03.215

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✦ Synopsis

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 confirmed by X-ray structure determination.

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