The novel enediynes 7–9 are synthesized from xylitol 1via the keto-enediyne 2; they are aromatized by 1,8-diazabicyclo[5.4.0]undec-7-ene in cyclohexa-1,4-diene–benzene through a radical pathway and by diethylamine in Me2SO–tris-HCl, pH 8.5 buffer through a polar pathway, and exhibit gunine-selective DNA cleavage under basic conditions with no additive.
K. Toshima, K. Ohta, T. Kano, T. Nakamura, M. Nakata and S. Matsumura, J. Chem. Soc., Chem. Commun., 1994, 2295 DOI: 10.1039/C39940002295
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