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Di-tert-butylcyclopentadiene and tri-tert-butylcyclopentadiene

โœ Scribed by Venier, Clifford G.; Casserly, Edward W.

Book ID
111910470
Publisher
American Chemical Society
Year
1990
Tongue
English
Weight
319 KB
Volume
112
Category
Article
ISSN
0002-7863

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## Abstract Reaction of title compound 1 with dichloroketene resulted in a complex rearrangement to 2 when the ketene was generated from Cl~3~CCOCl/Zn. In contrast, treatment of 1 with the ketene produced from dichloroacetyl chloride/triethylamine gave a bicyclo[3.2.0]heptenone (3) along with acyla

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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 c