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Beilstein J. Org. Chem. 2023, 19, 477–486, doi:10.3762/bjoc.19.37
Graphical Abstract
Scheme 1: Experimental data (series a–d, k) and non-studied examples (series e–j) for transannular cycloaddit...
Figure 1: Optimized (m062x/6-31G(d)) geometries for the transition structures of series a–f.
Figure 2: Top: Cycloaddition of protonated hydrazones as inverse-demand reaction of cycloaddition of azomethi...
Figure 3: Global electron density transfer (GEDT). Dashed black line indicates both TS.
Figure 4: ELF analysis for the reaction of series b leading to a system 6-6. Black trace corresponds to IRC. ...
Figure 5: Quantitative NCI analysis [36] for the reaction of series a–f leading to fused cyclohexanes. The result...
Figure 6: (a) Transannular cycloadditons of compounds 1a–k. (b) Houk’s distortion model applied to the reacti...
Scheme 2: Reaction with simple models.
Beilstein J. Org. Chem. 2015, 11, 2577–2583, doi:10.3762/bjoc.11.277
Scheme 1: Diastereodivergent cascade Michael/Michael reaction using catalysts with the same absolute chiralit...
Scheme 2: Diastereodivergent enantioselective Michael reaction using ethyl 2-nitropropanoate and β-nitrostyre...
Figure 1: ORTEP diagrams for anti-3a and syn-3o respectively.
Scheme 3: Proposed models to explain the stereochemical outcome of the reaction.