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Synlett 1995; 1995(2): 201-202
DOI: 10.1055/s-1995-4902
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Methods for Bridgehead Radical Formation. Preparation of an Intermediate for the Synthesis of Gibberellins

George A. Kraus* , Tiberiu M. Siclovan, Brian Watson
  • *Department of Chemistry, Iowa State University, Ames, IA 50011
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Publication Date:
31 December 2000 (online)

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The combination of zinc and triethylamine with a catalytic amount of vitamin B12 permits the formation of bridgehead radicals in excellent yield. The reaction of 3 and diethyl fumarate affords 10 which yields 11 upon base-induced cyclization.

radical - bridgehead - gibberellic acid - cobalt - vitamin B12