Cycloaddition reactions of 1,4-dihydronaphthalene-1,4-epoxide with cyclohexadiene and 7-(methoxycarbonyl)cycloheptatriene: Selectivity in additions


MENZEK A., ALTUNDAS A., CORUH U., AKBULUT N. , LOPEZ E., Hokelek T. , ...More

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no.5, pp.1143-1148, 2004 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 2004
  • Doi Number: 10.1002/ejoc.200300569
  • Title of Journal : EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  • Page Numbers: pp.1143-1148

Abstract

Cycloaddition reactions of naphthalene-1,4-epoxide (1) with both 7-(methoxycarbonyl)cycloheptatriene (2) and cyclohexadiene (4) give adducts of type 3 and 5 exclusively. Selectivity was observed for the cycloaddition and bromination reactions, but neighboring group participation also occurrs in the latter. The formation of the products is discussed. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.