Synthesis and Photochemistry of Tetracyclo[6.2.2.23,6.02,7]tetradeca 4,9,11,13-tetraene Based Systems

Authors

  • Johann P. Melder Institut für Organische Chemie und Biochemie Chemisches Laboratorium der Universität Albertstrasse 21, D-7800 Freiburg i.Br. (Bundesrepublik Deutschland)
  • Fabian Wahl Institut für Organische Chemie und Biochemie Chemisches Laboratorium der Universität Albertstrasse 21, D-7800 Freiburg i.Br. (Bundesrepublik Deutschland)
  • Hans Fritz Institut für Organische Chemie und Biochemie Chemisches Laboratorium der Universität Albertstrasse 21, D-7800 Freiburg i.Br. (Bundesrepublik Deutschland)
  • Horst Prinzbach Institut für Organische Chemie und Biochemie Chemisches Laboratorium der Universität Albertstrasse 21, D-7800 Freiburg i.Br. (Bundesrepublik Deutschland)

DOI:

https://doi.org/10.2533/chimia.1987.426

Abstract

C14H14 tetracyclic tetraene 1 and its benzoanellated derivatives 2, 3 are sought as versatile intermediates. Preparatively useful syntheses have been worked out for the key intermediates (diketones 10-12). From 10, 11 the compounds 1, 2 are obtained. These unsaturated hydrocarbons undergo regioselectively [2 + 2]- (quantitative) and [6 + 2]- (2:1 equilibrium) cycloaddition, respectively, upon excitation with monochromatic λ = 254 nm light.

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Published

1987-12-31

Issue

Vol. 41 No. 12 (1987): Forschung/Research

Section

Articles

License

Copyright (c) 1987 Johann P. Melder

Creative Commons License

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

How to Cite

[1]
J. P. Melder, F. Wahl, H. Fritz, H. Prinzbach, Chimia 1987, 41, 426, DOI: 10.2533/chimia.1987.426.