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Synlett 1992; 1992(12): 985-987
DOI: 10.1055/s-1992-21556
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Vinylsulfonyl Chloride, a Ketene Equivalent for the Intramolecular Diels-Alder Reaction

P. Metz* , M. Fleischer, R. Fröhlich
  • *Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität, Corrensstraße 40, D-4400 Münster, Germany
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Publication Date:
08 March 2002 (online)

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A completely regioselective and highly diastereoselective formal [4+2]-cycloaddition of ketene to 1,3-dienes bearing hydroxylated side chains is achieved by intramolecular Diels-Alder reaction of their vinylsulfonates followed by oxidative desulfurization.

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