ArticleChemical science2026
Catalytic asymmetric construction of remote P or other heteroatom (Si/S) stereogenic axially chiral scaffolds.
Article in Chemical science, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Axial chirality represents a fundamental element of stereochemistry and is a defining structural feature in many chiral compounds. Although the axial chirality of atropisomers, allenes and spiranes has been extensively studied, the chemistry of alkylidenecycloalkanes and their analogues-especially those possessing P-, S- or Si-based axial chirality-remains underdeveloped. Here we report a chiral phosphoric acid-catalyzed oxime condensation that enables the construction of remote heteroatom (P/S/Si)-stereogenic axially chiral scaffolds. The reaction accommodates a broad range of functional groups, delivering optically active axially chiral 9-heteroanthrone-based oxime ethers in good to excellent enantioselectivities (up to 98 : 2 er). We also describe a modular synthesis of dibenzoazaphosphepinones and demonstrate their application as chiral monodentate phosphine ligands in asymmetric catalysis.
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