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Jennifer Hefner

Regioselektive Synthese von 5-(2-Haloethyl)salicylaten, Chromanen und Diazenen durch Chelat-kontrollierte Cyclisierungsreaktionen von 1,3-Bis(silylenolethern)

Universität Rostock, 2009

Abstract: The goal of the present thesis was an extension of the synthetic potential of 1,3-bis(silyl enol ethers). Thus, a variety of functionalized phenols with halogenated side chains were prepared with very good regioselectivity by chelation-controlled domino ‘[3+3] cyclization/homo-Michael’ reaction. Furthermore functionalized arenes such as diaryl-diazenes, nitrophenols and homophthalic acid derivatives were prepared. Follow-up reactions of the prepared compounds resulted in the formation of chromans, isochromans, aminophenols and novel heterocycles.

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