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Synlett 1990; 1990(5): 263-264
DOI: 10.1055/s-1990-21057
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Rapid Three-Component Assembly of (±)-Hirsutene

Kevin J. Moriarty* , Chien-Chang Shen, Leo A. Paquette
  • *Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio 43210, USA
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Publication History

Publication Date:
08 March 2002 (online)

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4,4-Dimethylcyclopentene, 1-(trimethylsilyloxy)butadiene, and ethylene serve as the three building blocks in a twofold cycloadditive synthesis of hirsutene. The scheme features an iodine-promoted structural isomerization of a tricyclo [6.3.0.03,6]-undecane into the desired tricyclo[6.3.0.02,6]undecane framework as its key step.