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

Chemistry

School of Chemistry and Biomolecular Science, Molecular Horizons Research Institute, University of Wollongong, 2522, Wollongong, New South Wales, Australia.

Published: February 2022

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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http://dx.doi.org/10.1002/chem.202104022DOI Listing

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