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A rare alder-ene cycloisomerization of 1,6-allenynes


Joyce, LM and Drew, MA and Tague, AJ and Thaima, T and Gouranourimi, A and Ariafard, A and Pyne, SG and Hyland, CJT, A rare alder-ene cycloisomerization of 1,6-allenynes, Chemistry - A European Journal, 28, (12) Article e202104022. ISSN 0947-6539 (2022) [Refereed Article]

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2021 Wiley-VCH GmbH

DOI: doi:10.1002/chem.202104022


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.

Item Details

Item Type:Refereed Article
Keywords:DFT calculations, cycloisomerization, allene
Research Division:Chemical Sciences
Research Group:Physical chemistry
Research Field:Catalysis and mechanisms of reactions
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Gouranourimi, A (Mr Ali Gouranourimi)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
ID Code:150058
Year Published:2022
Web of Science® Times Cited:2
Deposited By:College Office - CoSE
Deposited On:2022-05-16
Last Modified:2022-10-27

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