Chiral Imidazo[1,5‑a]pyridine-Based Ligands for the Au-Catalyzed Enantioselective Intramolecular Hydrocarboxylation of Allenes

手性咪唑并[1,5-a]吡啶基配体用于金催化的丙二烯对映选择性分子内氢羧化反应

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Abstract

We report the synthesis of gold-(I) complexes supported by imidazo-[1,5-a]-pyridine-based ligands featuring chiral aniline moieties at N(2). The synthesis is short, efficient, and modular, allowing for precise control over the steric and electronic properties of the coordination sphere of the metal. The design of these atypical chiral ligands was validated in the Au-(I)-catalyzed enantioselective intramolecular hydrocarboxylation of allenes, which furnished tricyclic N(1)-C(2)-fused oxazino-indolones in high yield and unprecedented levels of enantiocontrol.

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