Amination of allylic alcohols is an effective approach in the facile synthesis of -allylic alkylation or -alkylation amines. Recently, a series of catalysts were devised to push forward this transformation. However, current synthetic methods are typically limited to achieve either -allylic alkylation or -alkylation products via a certain catalyst. In this article, a pH-mediated selective synthesis of -allylic alkylation or -alkylation amines with allylic alcohols via an iridium catalyst with water as the environmental benign solvent is revealed, enabling the miscellaneous synthesis of -allylic alkylation and -alkylation products in outstanding yields. Furthermore, a gram-scale experiment with low catalyst loading offers the potential to access a distinct entry for the synthesis of the antifungal drug naftifine.

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http://dx.doi.org/10.1021/acs.joc.1c01930DOI Listing

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