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Addition von Enaminen an elektrisch neutrale organische Zur Kenntnis organischerLewissäuren, 28. Mitt.Lewissäuren

Addition of enamines to electrically neutral organic Lewis acids

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Abstract

The reaction of enamines with electrically neutral organic Lewis acids generally yields addition products, the formation of which conforms to the known reaction paths of electrophilic alkenes with enamines. From enamines and isobutylidene Meldrum's acid however, anbadones are obtained, which are formed via bonding of the nitrogen atom to the β-C atom of the olefin.

Zusammenfassung

Die Reaktion von Enaminen mit elektrisch neutralen organischenLewissäuren liefert im allgemeinem Additionsprodukte, deren Bildung mit den für die Umsetzung von elektrophilen Alkenen mit Enaminen bekannten Reaktionswegen in Einklang steht. Aus Enaminen und Isobutylidenmeldrumsäure erhält man jedoch Anbadone, die durch Bindung des Stickstoffatoms an das β-C-Atom des Olefins gebildet werden.

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Literatur

  1. P. Margaretha undO. E. Polansky, Mh. Chem.100, 576 (1969).

    Google Scholar 

  2. P. Margaretha undO. E. Polansky, Mh. Chem.100, 584 (1969).

    Google Scholar 

  3. F. Kunz, P. Margaretha undO. E. Polansky, Chimia24, 165 (1970).

    Google Scholar 

  4. A. G. Cook, Cycloaddition Reactions of Enamines, in: Enamines, (A. G. Cook, Hrsg.), S. 213. New York: Marcel Dekker. 1969.

    Google Scholar 

  5. K. C. Brannock, A. P. Bell, R. D. Burpitt undC. A. Kelly, J. Org. Chem.29, 801 (1964).

    Google Scholar 

  6. M. E. Kuehne undL. Foley, J. Org. Chem.30, 4280 (1965).

    Google Scholar 

  7. P. Schuster, O. E. Polansky undF. Wessely, Tetrahedron 1966, Suppl. 8, Part II, 463.

    Google Scholar 

  8. P. Margaretha, Mh. Chem.101, 811 (1970).

    Google Scholar 

  9. S. Hünig, E. Lücke undW. Breminger, Org. Synth.41, 65 (1961);

    Google Scholar 

  10. E. Benzing, Angew. Chem.71, 521 (1959).

    Google Scholar 

  11. A. C. Cope, J. Amer. Chem. Soc.63, 3455 (1941).

    Google Scholar 

  12. P. Schuster, O. E. Polansky undF. Wessely, Mh. Chem.95, 53 (1964).

    Google Scholar 

  13. J. Leitich, private Mitteilung.

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Authors and Affiliations

  1. Abteilung Strahlenchemie, Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Bundesrepublik Deutschland

    Soledad Penades, H. Kisch, K. Tortschanoff, P. Margaretha & O. E. Polansky

Authors
  1. Soledad Penades
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  2. H. Kisch
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  3. K. Tortschanoff
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  4. P. Margaretha
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  5. O. E. Polansky
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Additional information

Herrn Prof. Dr.E. Ziegler zum 60. Geburtstag gewidmet.

27. Mitt.:P. Margaretha, Tetrahedron28, 83 (1972).

Inhaberin eines durch den Spanischen Forschungsrat vermittelten Stipendiums.

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Penades, S., Kisch, H., Tortschanoff, K. et al. Addition von Enaminen an elektrisch neutrale organische Zur Kenntnis organischerLewissäuren, 28. Mitt.Lewissäuren. Monatshefte für Chemie 104, 447–456 (1973). https://doi.org/10.1007/BF00903108

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  • DOI: https://doi.org/10.1007/BF00903108

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