4.5 Article

Total Synthesis of Oxepin and Dihydrooxepin Containing Natural Products

Journal

SYNTHESIS-STUTTGART
Volume 53, Issue 22, Pages 4187-4202

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610776

Keywords

oxepin; dihydrooxepin; natural product; total synthesis; heterocycles

Funding

  1. European Research Council under the European Union's Horizon 2020 research and innovation program [714049]
  2. Center for Molecular Biosciences (CMBI)
  3. European Research Council (ERC) [714049] Funding Source: European Research Council (ERC)

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This review provides an overview of synthetic methods and strategies for constructing oxepin and dihydrooxepin motifs in the context of natural product synthesis, highlighting key steps of each example.
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 Bronsted 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

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