Three Rings in One Step: A Quick Approach to IKD-8344

Authors

  • Dr. Yang Zou,

    1. State Key Laboratory of Bioorganic and Natural Products, Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
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  • Prof. Dr. Yikang Wu

    Corresponding author
    1. State Key Laboratory of Bioorganic and Natural Products, Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
    • State Key Laboratory of Bioorganic and Natural Products, Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China)
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  • This work was supported by the National Basic Research Program of China (the 973 Program, 2010CB833200) and the National Natural Science Foundation of China (21172247, 21032002, 20921091, 20621062).

Abstract

original image

Eine hocheffiziente enantioselektive Totalsynthese des natürlich vorkommenden Antibiotikums IKD-8344 wird über eine konvergente Route erreicht. Diese Route umfasst die sonst unmögliche gleichzeitige Bildung dreier THF-Ringe aus einem linearen Polyketid durch intramolekulare O-Alkylierungen von Mesylaten in Konkurrenz zu normalerweise einfachen β-Eliminierungen und/oder α-Racemisierungen (siehe Schema, Ms=Methansulfonyl).

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