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Synlett 1990; 1990(12): 745-746
DOI: 10.1055/s-1990-21235
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A Practical, Versatile Approach to Marine Furanosesquiterpenes. Synthesis of Siphonodictidine and Pleraplysillin-2

Charles W. Jefford* , Ping-Zhong Huang, Jean-Claude Rossier, Adam W. Sledeski, John Boukouvalas
  • *Department of Organic Chemistry, University of Geneva, CH-1211 Geneva 4, Switzerland
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Publication Date:
08 March 2002 (online)

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The first synthesis of siphonodictidine and a formal synthesis of pleraplysillin-2 have been accomplished in a highly concise and regiocontrolled manner by the use of 2-(tert-butyldimethylsiloxy)-3-methylfuran as the crucial building block, which was alkylated with 8-bromogeranyl acetate in the presence of silver trifluoroacetate.