{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Trost BM"],"funding":["Swiss National Science Foundation","National Institutes of Health","NIGMS NIH HHS","National Science Foundation"],"pagination":["2975-2980"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5897889"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["9(11)"],"pubmed_abstract":["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."],"journal":["Chemical science"],"pubmed_title":["Direct catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters."],"pmcid":["PMC5897889"],"funding_grant_id":["GM-033049","R01 GM033049","CHE-1360634"],"pubmed_authors":["Trost BM","Tracy JS","Saget T"],"additional_accession":[]},"is_claimable":false,"name":"Direct catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters.","description":"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.","dates":{"release":"2018-01-01T00:00:00Z","publication":"2018 Mar","modification":"2025-04-04T13:34:27.527Z","creation":"2019-03-26T23:36:07Z"},"accession":"S-EPMC5897889","cross_references":{"pubmed":["29719678"],"doi":["10.1039/c8sc00147b"]}}