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
From the anti-tricyclo[4.2.1.12,5]deca-3,7-diene framework to 4,5,6,7-tetrachloro-isoindenone derivatives
✍ Scribed by Markus Etzkorn; Steven D. Smeltz-Zapata; Tiffany B. Meyers; Xin Yu; Michael Gerken
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 397 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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The acid cataZysed rearrangement of to 2a is shown to proceed through concommitant eLectrophiZic and nucleophilic -attack on an alkene by an incipient carbonium ion and the remaining aZcoho2 function.