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Intramolecular Diels−Alder Reaction of 2-Cyano-1-aza-1,3-butadienes

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journal contribution
posted on 04.04.1997, 00:00 by Nicholas J. Sisti, Emmanuel Zeller, David S. Grierson, Frank W. Fowler
It has been demonstrated that a 2-cyano substituent is sufficient to activate 1-aza-1,3-butadienes with respect to the intramolecular Diels−Alder reaction. This reaction is successful for the preparation of the indolizidine and quinolizidine ring systems. The stereochemistry of the isomeric products was assigned by a careful analysis of their NMR spectral data.

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