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Synlett 1994; 1994(12): 1012-1014
DOI: 10.1055/s-1994-34983
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Transition Metal-Diene Complexes in Organic Synthesis, Part 21.1 Iron-Mediated Diastereoselective Cyclizations to 1-Oxaspiro[4.5]decanes

Hans-Joachim Knölker* , Gerhard Baum, Mike Kosub
  • *Institut für Organische Chemie, Universität Karlsruhe, Richard-Willstätter-Allee, D-76131 Karlsruhe, Germany
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Publication Date:
22 March 2002 (online)

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A diastereoselective synthesis of the 1-oxaspiro[4.5]decane anti-4 has been achieved starting from p-methoxycinnamic acid (1) in five steps and 40% overall yield. Depending on the reaction conditions a nucleophilic attack syn relative to the tricarbonyliron fragment has been observed in the spirocyclization.

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