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Synthesis 1989; 1989(12): 934-936
DOI: 10.1055/s-1989-27434
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Enantiospecific Synthesis of a Chiral Intermediate in Steroid Synthesis

J. Andrew Clase* , Thomas Money
  • *Chemistry Department, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia, V6T 1Y6, Canada
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Publication Date:
02 May 2002 (online)

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An enantiospecific route to a potentially useful intermediate 13 in the intramolecular Diels-Alder route to steroids is described. The key step involves efficient ring cleavage of 9,10-dibromocamphor (7) to provide a monocyclic bromoester 8 of defined chirality. This is readily transformed to 13.

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