The Journal of Organic Chemistry

Regiospecific addition of monooxygenated dienes to halo quinones

L Boisvert, P Brassard

Index: Boisvert, Louise; Brassard, Paul Journal of Organic Chemistry, 1988 , vol. 53, # 17 p. 4052 - 4059

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Citation Number: 61

Abstract

In spite of their decreased polarity with respect to previously studied electron-rich analogues, monooxygenated dienes also react regiospecifically with halo quinones. The corresponding adducts can easily be aromatized on silica gel to isomeric polysubstituted naphthoquinones of unambiguous structure and therefore provide ready access to substrates for subsequent regiospecific annulations. The scope of this approach is ...

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