Nitrene transfer is a powerful and convenient method for the installation of enantioenriched C-N bonds from abundant C-H bonds. Silver catalysts have been shown to be able to tune the chemo-, site-, and stereoselectivity of these reactions when employing a variety of N-dendate ligands. This presentation will discuss the development of a new bis(oxazoline) (BOX) ligand scaffold for use in silver-catalyzed enantioselective amination of propargylic and benzylic C-H bonds. This unique aryl-substituted BOX ligand features bulky substitution at the <i>meta</i>-site of the aryl ring and a fully substituted chiral center, which allows for amination in high yields and enantioselectivities.

Silver-BOX catalyzed enantioselective C-H amination via nitrene transfer

ACS Spring Meeting 2021

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