A Rare Alder-ene Cycloisomerization of 1,6-Allenynes
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Joyce, Liam M.
Drew, Melanie A.
Tague, Andrew J.
Thaima, Thanaphat
Gouranourimi, Ali
Ariafard, Alireza
Pyne, Stephen G.
Hyland, Christopher J.T.
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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.
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Chemistry - A European Journal
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