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Issue 6, 1989
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Diels-Alder reactions involving 1,2-isopropylidenedioxy-3-trifluoromethylcyclohexa-3,5-diene

Abstract

The title compound was treated with several dienophiles to give cycloadducts resulting from addition to the less hindered face of the molecule. An exceptional case was provided by N-ethylmaleimide which added in endo-fashion to both faces of the diene. 1,2-Isopropylidenedioxy-3-trifluoromethylcyclohexa-3,5-diene acted as a dienophile on addition to cyclopentadiene and underwent dimerization to give a stable [4 + 2] adduct.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1989, 1160-1162
Article type
Paper

Diels-Alder reactions involving 1,2-isopropylidenedioxy-3-trifluoromethylcyclohexa-3,5-diene

C. A. Pittol, R. J. Pryce, S. M. Roberts, G. Ryback, V. Sik and J. O. Williams, J. Chem. Soc., Perkin Trans. 1, 1989, 1160
DOI: 10.1039/P19890001160

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