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Total Synthesis of Oxepin and Dihydrooxepin Containing Natural Products

Thomas Magauer, Kevin Rafael Sokol

2021Synthesis13 citationsDOIOpen Access PDF

Abstract

Abstract The construction of oxepin and dihydrooxepin containing natural products represents a challenging task in total synthesis. In the last decades, a variety of synthetic methods have been reported for the installation of these structural motifs. Herein, we provide an overview of synthetic methods and strategies to construct these motifs in the context of natural product synthesis and highlight the key steps of each example. 1 Introduction 2 Oxepin Natural Products 3 Dihydrooxepin Natural Products 3 Brønsted or Lewis acid Catalyzed Cyclization 3.2 Radical Cyclization 3.3 Substitution and Addition Cyclization 3.4 Sigmatropic Rearrangement 3.5 Oxidative Methods 3.6 Transition Metal Catalyzed Cyclization 4 Summary

Topics & Concepts

ChemistryTotal synthesisNatural productContext (archaeology)Natural (archaeology)Biochemical engineeringCombinatorial chemistryOrganic chemistryPaleontologyArchaeologyHistoryBiologyEngineeringChemical synthesis and alkaloidsSynthetic Organic Chemistry MethodsAlkaloids: synthesis and pharmacology