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A Rare Alder-ene Cycloisomerization of 1,6-Allenynes

Journal Article


Abstract


  • Thermally induced cycloisomerization reactions of 1,6-allenynes gives α-methylene-γ-lactams via intramolecular Alder-ene reactions. The mechanism is supported by computational and deuterium labelling studies. This thermal, non-radical method enables the discovery of a hitherto unknown route that proceeds via a divergent mechanism distinct from the previous [2+2] cycloisomerization manifold.

Publication Date


  • 2022

Citation


  • Joyce, L. M., Drew, M. A., Tague, A. J., Thaima, T., Gouranourimi, A., Ariafard, A., . . . Hyland, C. J. T. (2022). A Rare Alder-ene Cycloisomerization of 1,6-Allenynes. Chemistry - A European Journal, 28(12). doi:10.1002/chem.202104022

Scopus Eid


  • 2-s2.0-85123908278

Volume


  • 28

Issue


  • 12

Abstract


  • Thermally induced cycloisomerization reactions of 1,6-allenynes gives α-methylene-γ-lactams via intramolecular Alder-ene reactions. The mechanism is supported by computational and deuterium labelling studies. This thermal, non-radical method enables the discovery of a hitherto unknown route that proceeds via a divergent mechanism distinct from the previous [2+2] cycloisomerization manifold.

Publication Date


  • 2022

Citation


  • Joyce, L. M., Drew, M. A., Tague, A. J., Thaima, T., Gouranourimi, A., Ariafard, A., . . . Hyland, C. J. T. (2022). A Rare Alder-ene Cycloisomerization of 1,6-Allenynes. Chemistry - A European Journal, 28(12). doi:10.1002/chem.202104022

Scopus Eid


  • 2-s2.0-85123908278

Volume


  • 28

Issue


  • 12