Beilstein J. Org. Chem.2024,20, 254–256, doi:10.3762/bjoc.20.25
of transannularcycloadditions of cycloalkenone hydrazones catalyzed by BINOL-derived phosphoric acid are reported in the Full Research Paper by Vicario, Merino, and co-workers [10]. Their methodologies can now be used to predict the reactivity of different substrates in other cycloaddition reactions
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Figure 1:
Comparison of a classical “stop-and-go” synthesis with a domino reaction.
Beilstein J. Org. Chem.2023,19, 477–486, doi:10.3762/bjoc.19.37
Bilbao, Spain Instituto de Síntesis Química y Catálisis Homogénea (SQCH), Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain 10.3762/bjoc.19.37 Abstract The contribution to the energy barrier of a series of tethers in transannularcycloadditions of cycloalkenes with hydrazones has been computationally
by the tethers, the entropy effects caused by them has also been studied. The analysis of the evolution of the electron localization function along the reaction revealed the highly concerted character of the reaction.
Keywords: DFT; distortion model; hydrazones; transannularcycloadditions
(ELF and NCI analysis) of a series of transannularcycloadditions of hydrazones catalyzed by BINOL phosphoric acids, indicated that the process is an apolar concerted process in which all the events (bonds breaking/formation) take place in a concomitant way. In spite of the polarity of the reacting
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Graphical Abstract
Scheme 1:
Experimental data (series a–d, k) and non-studied examples (series e–j) for transannular cycloaddit...