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Synlett 1995; 1995(10): 1023-1024
DOI: 10.1055/s-1995-5189
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Short-Step Total Synthesis of a Cyclopropane-Containing Eicosanoid

Tetsuya Nagasawa, Yuka Onoguchi, Takashi Matsumoto, Keisuke Suzuki*
  • *Department of Chemistry, Keio University, Hiyoshi, Yokohama 223, Japan
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Publication Date:
31 December 2000 (online)

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A short-step total synthesis of a cyclopropane-containing eicosanoid 1 is described. The key step was an efficient stereoselective synthesis of trans-disubstituted cyclopropane 6 via the cyclization-ozonolysis sequence. The overall yield of the seven-step synthesis was 24% from known ester 2.

marine natural products - cyclopropane-containing eicosanoid - difunctional cyclopropane - homoallylic participation