Iridium-catalyzed asymmetric [3+2] annulation of aromatic ketimines with alkynes via C-H activation: Unexpected inversion of the enantioselectivity induced by protic acids

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Abstract

A cationic iridium/binap catalyst enabled the asymmetric [3+2] annulation of cyclic N-acyl ketimines with internal alkynes via C-H activation to give spiroaminoindene derivatives with high enantioselectivity. The stereochemical course of this annulation was switchable by acid additives.

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Nagamoto, M., Yamauchi, D., & Nishimura, T. (2016). Iridium-catalyzed asymmetric [3+2] annulation of aromatic ketimines with alkynes via C-H activation: Unexpected inversion of the enantioselectivity induced by protic acids. Chemical Communications, 52(34), 5876–5879. https://doi.org/10.1039/c6cc01398h

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