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Synlett 1994; 1994(9): 713-716
DOI: 10.1055/s-1994-22981
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Synthesis of a Reactive [7.4.1]Enediyne and a Stable Eneyne-allene

Martin E. Maier* , Diane Langenbacher
  • *Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany
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Publication History

Publication Date:
18 September 2002 (online)

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Starting from 4-cycloheptenone 4 the [7.4.1]enediyne 17 as well as the [7.3.2]eneyne-allene 20 were prepared. Whereas the enediyne 17 turned out to be a reactive compound, the eneyne-allene 20 surprisingly was found to be stable at room temperature. The formation of the eneyne-allene 20 is explained by invoking a dyotropic rearrangement, followed by a valence isomerization of a propyne substructure.

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