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Synthesis 1992; 1992(1/2): 215-228
DOI: 10.1055/s-1992-34154
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Total Synthesis of 6-Epi-Erythronolide Derivatives

Johann Mulzer* , Peter A. Mareski, Jürgen Buschmann, Peter Luger
  • *Institut für Organische Chemie der Freien Universität Berlin, Takustrasse 3, D-1000 Berlin 33, Germany
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Publication Date:
18 September 2002 (online)

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A concise convergent synthesis of 6-epi-erythronolide B 3,5-acetonide and of (9R)-dihydro-6-epi-erythronolide B from (R)-2, 3-O-isopropylideneglyceraldehyde is described. The key step in the synthesis involves the coupling of two aldehydes, comprising the C1-C6 and the C9-C13 portions of the target molecule, across a formal acetylide dianion (C7-C8 (Scheme 1).