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Synlett 1994; 1994(6): 409-410
DOI: 10.1055/s-1994-22867
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First Heterocycloaddition of in situ generated 2-p-Tolylsulfinylacrolein : Simple Synthesis, of Functionalised Dihydropyran and Spiroketal derivatives.

Patricia Hayes* , Christian Maignan
  • *Laboratoire de Synthèse Organique, associé au CNRS, Université du Maine, Avenue Olivier Messiaen, B. P. 535, F-72017 Le Mans (France)
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Publication Date:
18 September 2002 (online)

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2-p-Tolylsulfinyl acrolein prepared in situ by the oxidation of 2-p-tolylsulfinyl-3-hydroxy-1-propene smoothly reacted with ethyl-vinyl ether, sensitive 2-methylenetetrahydrofuran or 2-methylene tetrahydropyran yielding 1:1 diastereomeric dihydropyrans or dioxaspiroadducts readily separated by flash chromatography.

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