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Synlett 1995; 1995(9): 901-902
DOI: 10.1055/s-1995-5152
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Asymmetric [2,3]-Wittig Rearrangement Approach to the Formal Synthesis of (+)-Brefeldin A

Katsuhiko Tomooka, Katsuya Ishikawa, Takeshi Nakai*
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo, Japan
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Publication Date:
31 December 2000 (online)

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An asymmetric synthesis of the 2,4-disubstituted 1-cyclopentanal, a key precursor of brefeldin A, is described which involves as the key step an asymmetric [2,3]-Wittig rearrangement to control both the ring and side chain configurations.

brefeldin A - [2,3]-Wittig rearrangement