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 | Zendy

Christl Manfred | Zendy; Kraft Arno | Zendy

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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

Author(s) -

Christl Manfred,

Kraft Arno

Publication year - 1988

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198813691

Subject(s) - phenazine , chemistry , quinoxaline , bicyclic molecule , hexane , swern oxidation , medicinal chemistry , benzoquinone , stereochemistry , organic chemistry , dimethyl sulfoxide

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).

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