biostudies-literatureTrost BMSwiss National Science FoundationNational Institutes of HealthNIGMS NIH HHSNational Science Foundation2975-2980https://www.ebi.ac.uk/biostudies/studies/S-EPMC5897889biostudies-literatureUnknown9(11)Herein, we report a Zn-ProPhenol catalyzed direct asymmetric amination reaction of unactivated aryl and vinyl ketones using di-<i>tert</i>-butyl azodicarboxylate as a cheap and practical electrophilic nitrogen source. Importantly, this methodology works with both α-branched and unbranched ketones for the construction of tri- and tetrasubstituted N-containing stereocenters. The reaction can be run at gram-scale with low catalyst loadings and features a recoverable and reusable ligand. Finally, the enantioenriched hydrazine products can be readily converted into versatile building blocks such as α-amino carbonyl compounds and β-amino alcohols.Chemical scienceDirect catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters.PMC5897889GM-033049R01 GM033049CHE-1360634Trost BMTracy JSSaget TfalseDirect catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters.Herein, we report a Zn-ProPhenol catalyzed direct asymmetric amination reaction of unactivated aryl and vinyl ketones using di-<i>tert</i>-butyl azodicarboxylate as a cheap and practical electrophilic nitrogen source. Importantly, this methodology works with both α-branched and unbranched ketones for the construction of tri- and tetrasubstituted N-containing stereocenters. The reaction can be run at gram-scale with low catalyst loadings and features a recoverable and reusable ligand. Finally, the enantioenriched hydrazine products can be readily converted into versatile building blocks such as α-amino carbonyl compounds and β-amino alcohols.2018-01-01T00:00:00Z2018 Mar2025-04-04T13:34:27.527Z2019-03-26T23:36:07ZS-EPMC58978892971967810.1039/c8sc00147b