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Synlett 2000; 2000(7): 1070-1072
DOI: 10.1055/s-2000-6655
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First Synthesis and Determination of the Absolute Configuration of the Butenolide Fugomycin

Manfred Braun* , Jaykumar Rahematpura, Corinna Bühne, Thiomothy C. Paulitz
  • *Institut für Organische und Makromolekulare Chemie, Universität Düsseldorf, Universitätsstraße 1, 40225 Düsseldorf, Germany; Fax + 211 81 13085; E-mail: braunm@uni-duesseldorf.de
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Publication Date:
31 December 2000 (online)

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The novel antifungal butenolide fugomycin (S)-1 was synthesized starting from the enantiomerically pure building block (S)-2. Its geminal dibromo substitution pattern permits gradual carbon-carbon bond formations in a stereoselective manner. The comparison of the CD spectra of natural and synthetic material permits the assignment of the absolute configuration to fugomycin.

chirality - lactones - lithiation - natural products - palladium