The abstract is read at the publisher; the summary is JClub's.
Mechanism-guided asymmetric dearomative cycloaddition using vinylidene ortho-quinone methides achieves excellent regio-, chemo-, and enantioselectivity at challenging sites on (hetero)polycyclic aromatics.
- Why it matters: Selectivity control in asymmetric dearomative cycloadditions is difficult, limiting reliable synthesis of chiral polycyclic frameworks from diverse aromatic substrates.
- What they did: Density functional theory showed the synthons’ charge distribution, orbital delocalization, and narrow frontier molecular orbital gap enable multisite reactivity with predictable selectivity.
- The result: Cycloadditions were demonstrated with excellent selectivity at the C6a-C13c site of dibenzo[c,g]carbazole, the C9-C10 site of anthracene, and the C5-C6/C5-C8 sites of quinoline, enabling modular access to chiral polycyclic scaffolds.
The findingWhy it mattersWhat they didThe result
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