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À propos de : 2-Azabicyclo[2.2.2]octa-3,5-dione via aNitrile Diels−Alder Reaction        

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  • 2-Azabicyclo[2.2.2]octa-3,5-dione via aNitrile Diels−Alder Reaction
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  • The hetero-Diels−Alder reaction of an electron-deficient nitrile, p-toluenesulfonyl cyanide, with the silyl enolether of cyclohexenone produced a hydrolytically sensitive[4 + 2] adduct in good yield. Use of Mander's reagent, ethylcyanoformate, with the same diene, produced an unstableadduct. Hydrolysis of the tosyl cyanide adduct resulted inthe isoquinuclidinone 2-aza[2.2.2]octa-3,5-dione as a crystalline compound in excellent yield from the nitrile.
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