{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Chang Y"],"funding":["Boston College","Alfred P. Sloan Foundation","National Institute of General Medical Sciences","NIGMS NIH HHS"],"pagination":["2441-2455"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8058014"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["143(5)"],"pubmed_abstract":["We disclose a catalytic method for β-C(sp<sup>3</sup>)-H functionalization of <i>N</i>-alkylamines for the synthesis of enantiomerically enriched β-substituted amines, entities prevalent in pharmaceutical compounds and used to generate different families of chiral catalysts. We demonstrate that a catalyst system comprising of seemingly competitive Lewis acids, B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>, and a chiral Mg- or Sc-based complex, promotes the highly enantioselective union of <i>N</i>-alkylamines and α,β-unsaturated compounds. An array of δ-amino carbonyl compounds was synthesized under redox-neutral conditions by enantioselective reaction of a <i>N</i>-alkylamine-derived enamine and an electrophile activated by the chiral Lewis acid co-catalyst. The utility of the approach is hig"],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Enantioselective Synthesis of <i>N</i>-Alkylamines through β-Amino C-H Functionalization Promoted by Cooperative Actions of B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and a Chiral Lewis Acid Co-Catalyst."],"pmcid":["PMC8058014"],"funding_grant_id":["GM-128695","R35 GM128695"],"pubmed_authors":["Cao M","Zhao C","Wasa M","Yang R","Chan JZ","Wang Y","Chang Y"],"additional_accession":[]},"is_claimable":false,"name":"Enantioselective Synthesis of <i>N</i>-Alkylamines through β-Amino C-H Functionalization Promoted by Cooperative Actions of B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and a Chiral Lewis Acid Co-Catalyst.","description":"We disclose a catalytic method for β-C(sp<sup>3</sup>)-H functionalization of <i>N</i>-alkylamines for the synthesis of enantiomerically enriched β-substituted amines, entities prevalent in pharmaceutical compounds and used to generate different families of chiral catalysts. We demonstrate that a catalyst system comprising of seemingly competitive Lewis acids, B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>, and a chiral Mg- or Sc-based complex, promotes the highly enantioselective union of <i>N</i>-alkylamines and α,β-unsaturated compounds. An array of δ-amino carbonyl compounds was synthesized under redox-neutral conditions by enantioselective reaction of a <i>N</i>-alkylamine-derived enamine and an electrophile activated by the chiral Lewis acid co-catalyst. The utility of the approach is hig","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Feb","modification":"2025-04-18T21:40:51.454Z","creation":"2022-02-09T15:50:35.609Z"},"accession":"S-EPMC8058014","cross_references":{"pubmed":["33512998"],"doi":["10.1021/jacs.0c13200"]}}