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Synthesis 1991; 1991(12): 1168-1170
DOI: 10.1055/s-1991-28412
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Synthesis of Ethynylcyclopropanes from Epoxides

Frank Narjes* , Ernst Schaumann
  • *Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-2000 Hamburg 13, Germany
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Publication History

Publication Date:
29 April 2002 (online)

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The title compounds are prepared by an efficient one-pot reaction involving ring-opening of an epoxide with lithium 3-trimethylsilyl-1-phenylthio-2-propyn-1-ide, tosylation of the intermediate alkoxide, and finally deprotonation. In an alternative approach, intramolecular epoxide ring opening by a ß anion is succesfully applied.