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Synlett 1995; 1995(11): 1123-1124
DOI: 10.1055/s-1995-5216
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Diels-Alder Reactions of 1-(Phenylseleno)-2-(p-toluenesulfonyl)ethyne - A Novel Dienophile And Ketene Equivalent

Thomas G. Back* , Daniel Wehrli
  • *Department of Chemistry, University of Calgary, Calgary, Alberta, Canada, T2N 1N4
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Publication History

Publication Date:
31 December 2000 (online)

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1-(Phenylseleno)-2-(p-toluenesulfonyl)ethyne (1) undergoes Diels-Alder reactions with various 1,3-dienes to afford 1-(phenylseleno)-2-(p-toluenesulfonyl)-1,4-cyclohexadienes. Dienophile 1 can be used as a ketene equivalent.

Acetylenic sulfone - Diels Alder - dienophile - ketene equivalent