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Carbonyl- and Carboxyl-substituted Enediynes: Synthesis, Computations, and Thermal Reactivity

König, B. ; Pitsch, W. ; Klein, M. ; Vasold, R. ; Prall, M. ; Schreiner, P. R.


The influence of electron-withdrawing groups (carbonyl and carboxyl) at the alkyne termini on the reactivity of enediynes was investigated by a combination of experimental and computational techniques. While the general chemical reactivity of such enediynes, especially if non-benzannelated, is increased markedly, the thermal cyclization, giving rise to Bergman cyclization products, is changed ...


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