Rhodium-Catalyzed Dynamic Kinetic Asymmetric Transformations of Racemic Allenes by the [3+2] Annulation of Aryl Ketimines

摘要

The vast occurrence of optically active amines in natural products and compounds with biological activity has prompted numerous efforts toward their synthesis. Although a broad range of methods are available to access chiral amines, enantioselective carbon-hydrogen (C—H) bond functionalization to access nitrogen-containing chiral building blocks remains largely underdeveloped. In accordance with our interest in developing synthetic tools for asymmetric C—H functionalization, aiming to streamline the synthesis of complex molecules, we examined the potential of unprotected ketimines. We and others have shown that such unprotected ketimines are suitable directing groups for directed C—H bond functionalization.