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Enantioselective catalysis XXIII. Aminoalcohol assisted decarboxylation of 2-carboxy-2-methyl-1-tetralone leading to enantioenriched 2-methyl-1-tetralone

Enantioselektive Katalyse, 23. Mitt. Bildung von optisch angereichertem 2-Methyl-1-tetralon durch aminoalkoholunterstützte Decarboxylierung von 2-Carboxy-2-methyl-1-tetralon

  • Organische Chemie Und Biochemie
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Summary

Catalytic amounts of enantiopure aminoalcohols assist the decarboxylation of 2-carboxy-2-methyl-1-tetralone to 2-methyl-1-tetralone affording enantiomeric excesses of up to 35%. A rapid screening of the efficiency of various potential inductors of enantioselectivity has been carried out using circular dichroism spectroscopy.

Zusammenfassung

Katalytische Mengen von enantiomerenreinen Aminoalkoholen beschleunigen die Decarboxylierung von 2-Carboxy-2-methyl-1-tetralon. Es werden Enantiomerenüberschüsse von bis zu 35% erzielt. CD-Spektroskopie erlaubt eine schnelle Abschätzung der Effizienz von Aminoalkoholen und anderen Verbindungen als Katalysatoren für asymmetrische Reaktionen.

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Authors and Affiliations

  1. Unité Mixte de Recherche “Réactions Sélectives et Applications”, CNRS Université de Reims Champagne-Ardenne, BP 1039, F-51687, Reims Cedex 2, France

    F. Hénin, J. Muzart & M. Nedjma

  2. FG Physikalische Chemie, Institut für Chemie, Universität Hohenheim, D-70593, Stuttgart, Germany

    H. Rau

Authors
  1. F. Hénin
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  2. J. Muzart
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  3. M. Nedjma
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  4. H. Rau
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Hénin, F., Muzart, J., Nedjma, M. et al. Enantioselective catalysis XXIII. Aminoalcohol assisted decarboxylation of 2-carboxy-2-methyl-1-tetralone leading to enantioenriched 2-methyl-1-tetralone. Monatsh Chem 128, 1181–1188 (1997). https://doi.org/10.1007/BF00807568

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  • DOI: https://doi.org/10.1007/BF00807568

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