{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Lu P"],"funding":["Bristol-Myers Squibb","U.S. Department of Health and Human Services","NIGMS NIH HHS"],"pagination":["1427-1433"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC12349376"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["147(2)"],"pubmed_abstract":["The development of catalytic methods for the synthesis of enantiopure saturated heterocycles has been a long-standing challenge in asymmetric catalysis. We describe the first highly enantioselective palladium-catalyzed β<i>-</i>C(sp<sup>3</sup>)-H arylation and olefination of lactams for the preparation of various chiral N-heterocycles bearing quaternary carbon centers. The presence of strongly electron-withdrawing groups on the chiral bifunctional MPAThio ligand is crucial to the reactivity of weakly coordinating lactams. The resulting enantioenriched lactams are readily converted to a family of chiral piperidines and imides that are highly desirable in drug discovery."],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Synthesis of Chiral Saturated Heterocycles Bearing Quaternary Centers via Enantioselective β-C(sp&lt;sup&gt;3&lt;/sup&gt;)-H Activation of Lactams."],"pmcid":["PMC12349376"],"funding_grant_id":["R01 GM084019","R01GM084019"],"pubmed_authors":["Yu JQ","Yeung KS","Burgenson WR","Qiao JX","Liu S","Lu P","Simmons BJ"],"additional_accession":[]},"is_claimable":false,"name":"Synthesis of Chiral Saturated Heterocycles Bearing Quaternary Centers via Enantioselective β-C(sp&lt;sup&gt;3&lt;/sup&gt;)-H Activation of Lactams.","description":"The development of catalytic methods for the synthesis of enantiopure saturated heterocycles has been a long-standing challenge in asymmetric catalysis. We describe the first highly enantioselective palladium-catalyzed β<i>-</i>C(sp<sup>3</sup>)-H arylation and olefination of lactams for the preparation of various chiral N-heterocycles bearing quaternary carbon centers. The presence of strongly electron-withdrawing groups on the chiral bifunctional MPAThio ligand is crucial to the reactivity of weakly coordinating lactams. The resulting enantioenriched lactams are readily converted to a family of chiral piperidines and imides that are highly desirable in drug discovery.","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Jan","modification":"2026-05-04T21:57:56.426Z","creation":"2026-04-07T21:00:47.163Z"},"accession":"S-EPMC12349376","cross_references":{"pubmed":["39812084"],"doi":["10.1021/jacs.4c15834"]}}