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Synthesis 1987; 1987(12): 1064-1067
DOI: 10.1055/s-1987-28171
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Lactone; XIII.1 Phasentransfer-Oxidation nach Grignardierung: Eine einfache Synthese γ,γ-disubstituierter γ-Butyrolactone aus γ-Butyrolacton

Jochen Lehmann* , Norbert Marquardt
  • *Institut für Pharmazeutische Chemie, Universität Hamburg, Bundesstraße 45, D-2000 Hamburg 13, West Germany
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Publication Date:
20 August 2002 (online)

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Lactones; XIII. Grignard Reaction Followed by Phase-Transfer Oxidation: A Convenient Synthesis of γ,γ-Disubstituted γ-Butyrolactones from γ-Butyrolactone Grignard Reaction of γ-butyrolactones, followed by oxidation of the resulting reaction mixture produces symmetrically γ,γ-dialkylared diarylated γ-butyrolactones. Phase transfer oxidation with potassium permanganate in benzene/water proves to be the best out of twelve examined oxidation methods. The synthesis is unsuccessful with sterically hindered or oxidizable Grignard reagents.