Metal-Catalyzed C–H Bond Oxidation in the Total Synthesis of Natural and Unnatural Products.

Autor: Santana, Victor C. S., Fernandes, Milena C. V., Cappuccelli, Isadora, Richieri, Ana Carolina G., de Lucca Jr, Emilio C.
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Zdroj: Synthesis; Dec2022, Vol. 54 Issue 24, p5337-5359, 23p
Abstrakt: C–H bond oxidation is a powerful means for oxygen incorporation in organic molecules. Its use results in fast structural diversification and in a new way of thinking about retrosynthetic disconnections. In this review, we present the application of five metal-catalyzed methodologies for C(sp 3)–H oxidation in the total synthesis of natural and unnatural products, covering the period of 2004–2022. 1 Introduction 2 Copper-Mediated Hydroxylation of Methylenes β to Imines 3 Palladium Acetoxylation of Methyl Groups β to Oximes 4 Palladium-Mediated Allylic C–H Bond Oxidation of Terminal Olefins 5 Iron- and Manganese-Mediated Aliphatic Oxidation 6 Miscellaneous 7 Conclusion [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index