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Communication | Special issue | Vol 54, No. 2, 2001, pp.571-576
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)58
Acid-catalyzed Cycloaromatization of Enediyne Model Compounds via Enyne-Allene Intermediates

Ichiro Suzuki, Akira Shigenaga, Hisao Nemoto, and Masayuki Shibuya*

*Faculty of Pharmaceutical Sciences, University of Tokushima, Sho-machi 1-78, Tokushima 770-8505, Japan


The synthesis of enediyne models which produce dehydrotoluene diradicals preferentially under acidic conditions by means of intramolecular participation of the carboxylic acid is described. To diminish an ionic character of diradicals, an electron-withdrawing group was introduced into the radical-forming carbon of the substrate.