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Synthesis 1992; 1992(1/2): 39-40
DOI: 10.1055/s-1992-34162
short paper
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Modified Preparation of (2R)-2-tert-Butyl-6-methyl-4H-1,3-dioxin-4-one; a Chiral Acetylacetic Acid Derivative for the Synthesis of Enantiopure Compounds

Dieter Seebach* , Urs Gysel, Kurt Job, Albert K. Beck
  • *Laboratorium für organische Chemie, Eidgenössische Technische Hochschule, Universitätsstr. 16, ETH-Zentrum, CH-8092 Zürich, Switzerland
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Publication Date:
18 September 2002 (online)

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An improved synthesis of the title compound in ca. 45% yield on up to a 174 mmol scale is reported. Bromination of (2R,6R)-2-tert-butyl-6-methyl-1, 3-dioxan-4-one gives a mixture of mono- and dibromides which must be purified by chromatography to remove impurities which may poision the palladium catalyst in the following dehalogenation step.