Angewandte Chemie International Edition in English

Volume 27, Issue 10 pp. 1369-1370

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Tricyclo[3.1.0.0^2,6]hexanedione (the Valene of o-Benzoquinone), Bicyclo[2.1.1]hexane-2,3-dione, and Valenes of a Quinoxaline, of Phenazine, and of a Benzophenazine^†

Prof. Dr. Manfred Christl,

Corresponding Author

Prof. Dr. Manfred Christl

Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)

Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)Search for more papers by this author

Dipl.-Chem. Arno Kraft,

Dipl.-Chem. Arno Kraft

Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)

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Prof. Dr. Manfred Christl,

Corresponding Author

Prof. Dr. Manfred Christl

Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)

Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)Search for more papers by this author

Dipl.-Chem. Arno Kraft,

Dipl.-Chem. Arno Kraft

Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)

Search for more papers by this author

First published: October 1988

https://doi.org/10.1002/anie.198813691

Citations: 13

^†

This work was supported by the Fonds der Chemischen Industrie and the Deutsche Forschungsgemeinschaft.

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The Swern oxidation is ideal for the transformation of strained cis-1,2-cyclo-pentanediols such as 1 to α-diketones such as 2. Compound 2, the valene of o-benzoquinone, is thus readily accessible. Its synthetic potential is demonstrated by the construction of other valenes, such as 3 (reaction of 2 with diaminomaleonitrile).

References

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Volume27, Issue10

October 1988

Pages 1369-1370

Tricyclo[3.1.0.0^2,6]hexanedione (the Valene of o-Benzoquinone), Bicyclo[2.1.1]hexane-2,3-dione, and Valenes of a Quinoxaline, of Phenazine, and of a Benzophenazine^†

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Tricyclo[3.1.0.02,6]hexanedione (the Valene of o-Benzoquinone), Bicyclo[2.1.1]hexane-2,3-dione, and Valenes of a Quinoxaline, of Phenazine, and of a Benzophenazine†

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Tricyclo[3.1.0.0^2,6]hexanedione (the Valene of o-Benzoquinone), Bicyclo[2.1.1]hexane-2,3-dione, and Valenes of a Quinoxaline, of Phenazine, and of a Benzophenazine^†