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Synlett 1998; 1998(7): 723-724
DOI: 10.1055/s-1998-1769
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The Synthesis of (±)-Wilforonide

Jeffrey M. Schkeryantz* , Jay R. Luly, Michael J. Coghlan
  • *Pharmaceutical Products Division, Abbott Laboratories, Dept. 4NB, Bldg. AP10, 100 Abbott Park Road, Abbott Park, IL 60064-3500, U.S.A.; Fax (847) 9 38-50 34; E-mail: Michael.J.Coghlan@abbott.com
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Publication History

Publication Date:
31 December 2000 (online)

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The first synthesis of (±)-wilforonide has been completed in ten steps from commercially available starting materials. A high-yielding monomethylation of a reactive ketone enolate, a regioselective α-annulation of an unactivated α-substituted cyclohexanone, and a selective hydrogenation of the resulting unsaturated keto ester were key steps in the synthesis.

T. wilfordii extract - wilforonide - regioselective annulation - immunomodulator - anti-inflammatory

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