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[摘要]：This account describes the development of a Diels-Alder-based methodology towards highly functionalized dihydronaphthalenamines, and their conversion into indoles through a modified Plieninger procedure. Applications towards the total synthesis of indole-containing natural products will be presented. 1 Introduction 2 Synthesis of Indoles via Diels-Alder Cycloadditions/Plieninger Indolization 2.1 High Pressure Diels-Alder Cycloadditions of Quinone Imine Ketals (QIKs) 2.2 Thermal Diels-Alder Cycloadditions of QIKs 2.3 Development of a Modified Plieninger Protocol 2.4 Diels-Alder Cycloadditions/ Indolization of p-Benzoquinone Monoimines 3 Applications to Natural Products Synthesis 3.1 Ergot Alkaloids: Chanoclavine I (Plieninger) 3.2 Rivularins (Maehr) 3.3 Polyalkylated Indoles: Herbindoles and Trikentrins (Kerr) 3.4 Tremorgenic Indole Terpenoids: Lolicine Western Hemisphere (Kerr) 3.5 Antitumor Agents: Yatakemycin (Boger) and CC-1065 (Kraus, Kerr) 3.6 Antimalarials: Decursivine (Kerr) 3.7 Carbazole Natural Products: The Clausamines and Eustifolines (Kerr) 4 Summary and Outlook |
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