Issue 11, 1996
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of chiral bicyclo[2.2.2]oct-5-en-2-ones via an intramolecular alkylation reaction

Adusumilli Srikrishna,   G. Veera Raghava Sharma,   Savariappan Danieldoss  and  Parthasarathy Hemamalini  

Abstract

Generation of the thermodynamic dienolate of 9-bromocarvone derivatives 5,7 and 11 furnished the chiral bicyclo[2.2.2]octenones 6, 8 and 9 and 12 and 13 containing a bridgehead methyl group via an intramolecular alkylation reaction. In an analogous manner intramolecular alkylation reaction of the bromo enones 15a–e, obtained from carvone 2 by 1,3-alkylative enone transposition (→14) followed by a regiospecific bromoetherification reaction, furnished the bicyclo[2.2.2]oct-5-en-2-ones 16a–e and 17a–e.

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Article information

DOI
https://doi.org/10.1039/P19960001305
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 1305-1311

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Synthesis of chiral bicyclo[2.2.2]oct-5-en-2-ones via an intramolecular alkylation reaction

A. Srikrishna, G. V. R. Sharma, S. Danieldoss and P. Hemamalini, J. Chem. Soc., Perkin Trans. 1, 1996, 1305 DOI: 10.1039/P19960001305

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