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Reactions of 1,3,5-Tri-tert-butylcyclopentadiene formation of a tetracyclo[5.2.1.02,6.03,10]deca-4,8-diene

✍ Scribed by Dehmlow, Eckehard V. ;Bollmann, Christof


Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
332 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis


Title compound 1 is sterically shielded to such an extent that many "normal" reactions cannot occur. It is possible, however, to prepare the carboxylic acid 2, its acyl chloride 3 and the oxidation product 4. Furthermore, halogen substitutions to yield 5 and 6 and trialkylstannations to give 8a, b can be performed. Oxidative dimerization of 1 leads to 7 , and this can be rearranged to the totally unexpected tetracyclic compound 9.


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