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Protecting-Group Directed Stereoselective Intramolecular Nozaki-Hiyama-Kishi Reaction: A Concise and Efficient Total Synthesis of Amphidinolactone A

  作者 MOHAPATRA DEBENDRA K; DAS PRAGNA P; PATTANAYAK MANAS R; GAYATRI GADDAMANUGU; SASTRY G NARAHARI; YADAV J S  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2010年-25;  页码  4775-4784  
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[摘要]A convergent total synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., is described in 13 linear steps. The key step in the synthetic sequence involves an intramolecular Nozaki-Hiyama-Kishi (NHK) reaction for the construction of the 13-membered lactone ring by union of two fragments derived from a single chiral epoxide. The stereochemical outcome of the NHK reaction has been supported by computational studies.

 
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