The frontier molecular orbital method was used to predict that certain heterocyclic zwitterions should cycloadd to dienes, and the first case of this type was experimentally observed in the formation of adducts between 1-methylquinolinium-3-olate (1) and several dienes.
K. Mok and M. J. Nye, J. Chem. Soc., Chem. Commun., 1974, 608 DOI: 10.1039/C39740000608
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