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Synthesis 1987; 1987(5): 503-505
DOI: 10.1055/s-1987-27985
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Chemistry of 1,4-Dioxene; IV1. A General Method for the Preparation of 2-Oxoalkanal 1-Dithioacetals from Ketones

Marcel Fétizon* , Pierre Goulaouic, Issam Hanna
  • *Laboratoire de Synthése Organique, École Polytechnique, F-91128 Palaiseau Cédex, France
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Publication Date:
18 September 2002 (online)

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The tertiary allylic alcohols obtained from lithiated dihydro-1,4-dioxin and ketones, 2-(1-hydroxyalkyl)-5,6-dihydro-1,4-dioxins, react with 1,2-ethanedithiol and 1,3-propanedithiol in dichloromethane in the presence of catalytic amounts of ether-boron trifluoride to give, after acid hydrolysis, 2-acyl-1,3-dithiolanes or 2-acyl-1,3-dithianes, respectively, i.e., 2-oxoalkanal 1-dithioacetals.