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Diels-Alder-Reaktion eines elektronenarmen C-Acylimins mit Tetraethoxyethylen

Diels-Alder reaction of an electron deficient C-acylimine with tetraethoxyethylene

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

The synthesis of two C-acylimines and their reactivity towards electron rich dienophiles inDiels-Alder reactions is described. A [4+2] cycloadduct is obtained only in one case: from the reaction of a C-acylimine substituted by two methoxycarbonyl groups with tetraethoxyethylene. No [2+2] cycloadducts are observed.

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Felderhoff, M., Sustmann, R. Diels-Alder-Reaktion eines elektronenarmen C-Acylimins mit Tetraethoxyethylen. Monatsh Chem 127, 967–970 (1996). https://doi.org/10.1007/BF00807037

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  • DOI: https://doi.org/10.1007/BF00807037

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