Nitroalkenes and dienes play the game of pericyclic cycloadditions: In this work, we present an exhaustive experimental study of the hetero-Diels–Alder and the [3,3]-sigmatropic rearrangement of structurally related nitroalkenes derived from carbohydrates and cyclopentadiene. DFT calculations nicely agreed with the obtained results. Enantiomerically pure and chemically stable functionalized cyclic nitronates were prepared. More information can be found in the Research Article by M. I. Mangione and co-workers (DOI: 10.1002/ejoc.202400650).
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Vázquez et al. (2024) studied this question.
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