A preparation of bicyclo[2.2.2]octan-2-one by sequential Michael reactions.

A preparation of bicyclo[2.2.2]octan-2-one by sequential Michael reactions.

Machado, Shirley Muniz; Silva, Felipe César Sousa e; Silva, Gil Valdo José da

Abstract:

Bicyclo[2.2.2]octan-2-ones are efficient starting materials for the synthesis of natural products. Bicyclic compounds are traditionally synthesized through Diels Alder reactions; these bicyclo[2.2.2]octan-2-ones have been synthesized using cross-conjugate dienes derived from cyclohexenones. We report here some experimental results in which the bicyclic system was obtained by reaction of an enolate with methyl vinyl ketone, indicating that it could be the result of two sequential Michael additions.

Bicyclo[2.2.2]octan-2-ones are efficient starting materials for the synthesis of natural products. Bicyclic compounds are traditionally synthesized through Diels Alder reactions; these bicyclo[2.2.2]octan-2-ones have been synthesized using cross-conjugate dienes derived from cyclohexenones. We report here some experimental results in which the bicyclic system was obtained by reaction of an enolate with methyl vinyl ketone, indicating that it could be the result of two sequential Michael additions.

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DOI: 10.5151/chempro-14bmos-R0099-2

Referências bibliográficas

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Como citar:

Machado, Shirley Muniz; Silva, Felipe César Sousa e; Silva, Gil Valdo José da; "A preparation of bicyclo[2.2.2]octan-2-one by sequential Michael reactions.", p-99-99. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0099-2