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Selective Oxidation of Aliphatic C[BOND]H Bonds in the Synthesis of Complex Molecules

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  • The support of the Fonds der Chemischen Industrie, the DFG (SPP1179), the Dr. Otto Röhm Memorial Foundation, and Professor D. Enders is gratefully acknowledged.

Abstract

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Tamed cat: Iron-catalyzed selective C[BOND]H oxidation reactions present new possibilities in the synthesis and modification of natural products. As a model reaction of a possible C[BOND]H oxidation as part of a total synthesis, the natural product (+)-artemisinin was converted into (+)-10β-hydroxyartemisinin in 34 % yield (see scheme). The combination of nontoxic metal catalyst with H2O2 is an environmentally friendly process.

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