{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Chan HSS"],"funding":["NIGMS NIH HHS"],"pagination":["1481-1487"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10243502"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["376(6600)"],"pubmed_abstract":["Catalyst-controlled site-selective activation of β- and γ-methylene carbon-hydrogen (C-H) bonds of free carboxylic acids is a long-standing challenge. Here we show that, with a pair of palladium catalysts assembled with quinoline-pyridone ligands of different chelate ring sizes, it is possible to perform highly site-selective monolactonization reactions with a wide range of dicarboxylic acids, generating structurally diverse and synthetically useful γ- and δ-lactones via site-selective β- or γ-methylene C-H activation. The remaining carboxyl group serves as a versatile linchpin for further synthetic applications, as demonstrated by the total synthesis of two natural products, myrotheciumone A and pedicellosine, from abundant dicarboxylic acids."],"journal":["Science (New York, N.Y.)"],"pubmed_title":["Catalyst-controlled site-selective methylene C-H lactonization of dicarboxylic acids."],"pmcid":["PMC10243502"],"funding_grant_id":["R01 GM084019"],"pubmed_authors":["Chan HSS","Yu JQ","Yang JM"],"additional_accession":[]},"is_claimable":false,"name":"Catalyst-controlled site-selective methylene C-H lactonization of dicarboxylic acids.","description":"Catalyst-controlled site-selective activation of β- and γ-methylene carbon-hydrogen (C-H) bonds of free carboxylic acids is a long-standing challenge. Here we show that, with a pair of palladium catalysts assembled with quinoline-pyridone ligands of different chelate ring sizes, it is possible to perform highly site-selective monolactonization reactions with a wide range of dicarboxylic acids, generating structurally diverse and synthetically useful γ- and δ-lactones via site-selective β- or γ-methylene C-H activation. The remaining carboxyl group serves as a versatile linchpin for further synthetic applications, as demonstrated by the total synthesis of two natural products, myrotheciumone A and pedicellosine, from abundant dicarboxylic acids.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Jun","modification":"2025-04-04T03:00:07.646Z","creation":"2025-02-19T04:29:12.417Z"},"accession":"S-EPMC10243502","cross_references":{"pubmed":["35617373"],"doi":["10.1126/science.abq3048"]}}