Total Synthesis of the Proposed Structure of the Anthrapyran Metabolite δ??Indomycinone

…, RR Singidi, KM Gericke

Index: Tietze, Lutz F.; Singidi, Ramakrishna Reddy; Gericke, Kersten M. Chemistry - A European Journal, 2007 , vol. 13, # 35 p. 9939 - 9947

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Citation Number: 26

Abstract

Abstract The first total synthesis of the proposed structure of δ-indomycinone has been accomplished. The key steps involve the Diels–Alder reaction of a bromonaphthoquinone (6) and 1-methoxy-3-methyl-1-trimethylsiloxy-1, 3-butadiene (7) to access the anthraquinone skeleton, representing a common building block of other naturally occurring anthraquinone antibiotics, regioselective bromination of anthraquinone (14) and a highly ...