Catalytic Asymmetric Synthesis of 2,6‐Disubstituted Cuneanes through Enantioselective Constitutional Isomerization of 1,4‐Disubstituted Cubanes

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  • Catalytic Asymmetric Synthesis of 2,6‐Disubstituted Cuneanes via Enantioselective Constitutional Isomerization of 1,4‐Disubstituted Cubanes

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2, 6-Disubstituted cuneane has potential as a p -disubstituted benzene bioisostere and a novel chiral scaffold. It is a constitutional isomer of a 1, 4-disubstituted cubane obtained via a metal-catalyzed skeletal rearrangement. Unlike the highly symmetrical 1, 4-disubstituted cubane, the isomerized 2, 6-disubstituted cuneane is a chiral molecule possessing C 2 symmetry. Examining various chiral catalysts revealed that the Pd-pincer catalyst provides a good asymmetric induction.

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