Umsetzungen von Cyclopropyl-Li-carbenoiden mit Cyclopentenon

Authors

  • Gabriele Sabbioni Institut für Organische Chemie, Universität Bern, Freiestr. 3, CH-3012 Bern.
  • Andreas Weber Institut für Organische Chemie, Universität Bern, Freiestr. 3, CH-3012 Bern.
  • Roberto Galli Institut für Organische Chemie, Universität Bern, Freiestr. 3, CH-3012 Bern.
  • Markus Neuenschwander Institut für Organische Chemie, Universität Bern, Freiestr. 3, CH-3012 Bern.

DOI:

https://doi.org/10.2533/chimia.1981.95

Abstract

The versatility of the addition of Lithium-cyclopropyl-carbenoids to cyclopentenone has been tested with respect to the attempted synthesis of 5,6-dihydro-calicenes (= 1-cyclopropylidene-cyclopentadienes). The Li-carbenoids prepared by reaction of butyllithium with some 2-mono- or 2,3-disubstituted 1,1-dihalo-cyclopropanes 1 attack the carbonyl-C-atom of cyclopentenone as long as the substituents are small. Otherwise the main reaction consists in a deprotonation of cyclopentenone. By this reaction sequence (schemes 1 and 3) two unknown 5,6-dihydrocalicenes 5f and 5h have been prepared.

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Published

1981-03-31

Issue

Vol. 35 No. 3 (1981): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1981 Andreas Weber

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
G. Sabbioni, A. Weber, R. Galli, M. Neuenschwander, Chimia 1981, 35, 95, DOI: 10.2533/chimia.1981.95.