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Synlett 1994; 1994(3): 169-170
DOI: 10.1055/s-1994-22779
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A Concise Stereoselective Synthesis of the Axane-1 Family of Sesquiterpenoids Using an Intramolecular Michael Addition

Alyx-Caroline Guével* , David J. Hart
  • *Department of Chemistry, The Ohio State University, 120 W. 18th Ave., Columbus, OH 43210, U.S.A.
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Publication Date:
22 March 2002 (online)

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Total syntheses of racemic axamide-1 (1) and axisonitrile-1 (2) are presented. The carbon framework was constructed using a highly diastereoselective intramolecular Michael addition and the remaining functional group transformations revolved around the chemistry of TMSCH2MgCl-CeCl3.