{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Yamada T"],"funding":["Japan Society for the Promotion of Science"],"pagination":["24588-24593"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9036873"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["11(40)"],"pubmed_abstract":["It was found that 6-halo-2-pyridones catalysed ester aminolysis in which not only reactive aryl esters but also relatively less reactive methyl and benzyl esters could be used as a substrate. The reaction could be performed without strictly dry and anaerobic conditions and the 6-chloro-2-pyridone catalyst could be recovered quantitatively after reaction. The method could be applied to dipeptide synthesis from methyl or benzyl esters of amino acids, where a high enantiomeric purity of the products was maintained. The mechanism involving dual activation of ester and amine substrates through hydrogen bonding between catalyst and substrates is proposed where 6-halo-2-pyridones act as a bifunctional Brønsted acid/base catalyst."],"journal":["RSC advances"],"pubmed_title":["6-Halo-2-pyridone as an efficient organocatalyst for ester aminolysis."],"pmcid":["PMC9036873"],"funding_grant_id":["17K08219","20K05502"],"pubmed_authors":["Watanabe Y","Yamada T","Okamoto S"],"additional_accession":[]},"is_claimable":false,"name":"6-Halo-2-pyridone as an efficient organocatalyst for ester aminolysis.","description":"It was found that 6-halo-2-pyridones catalysed ester aminolysis in which not only reactive aryl esters but also relatively less reactive methyl and benzyl esters could be used as a substrate. The reaction could be performed without strictly dry and anaerobic conditions and the 6-chloro-2-pyridone catalyst could be recovered quantitatively after reaction. The method could be applied to dipeptide synthesis from methyl or benzyl esters of amino acids, where a high enantiomeric purity of the products was maintained. The mechanism involving dual activation of ester and amine substrates through hydrogen bonding between catalyst and substrates is proposed where 6-halo-2-pyridones act as a bifunctional Brønsted acid/base catalyst.","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Jul","modification":"2025-04-05T11:07:05.65Z","creation":"2024-11-11T22:04:37.522Z"},"accession":"S-EPMC9036873","cross_references":{"pubmed":["35481026"],"doi":["10.1039/d1ra04651a"]}}