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

Author(s)

Santana, Victor C. S. ; Fernandes, Milena C., V ; Cappuccelli, Isadora ; Richieri, Ana Carolina G. ; de Lucca Jr, Emilio C.

• Document type: Journal article
• Source: SYNTHESIS-STUTTGART; v. 54, n. 24, p. 23-pg., 2022-10-06.

Abstract

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 beta to Imines 3 Palladium Acetoxylation of Methyl Groups beta to Oximes 4 Palladium-Mediated Allylic C-H Bond Oxidation of Terminal Olefins 5 Iron- and Manganese-Mediated Aliphatic Oxidation 6 Miscellaneous 7 Conclusion (AU)

• FAPESP's process: 18/04837-6 - Oxidation of aliphatic C-H bonds catalyzed by transition metals
• Grantee: Emílio Carlos de Lucca Júnior
• Support Opportunities: Research Grants - Young Investigators Grants
• FAPESP's process: 19/27528-1 - The development of a catalytic system that avoids the oxidation of alcohols to the corresponding carbonyl compounds
• Grantee: Victor Camargo Stork Santana
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• FAPESP's process: 21/07167-4 - On the search of a new catalysts for oxidation reactions of C-H bonds
• Grantee: Milena Cristina Vieira Fernandes
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)