{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["8(4)"],"submitter":["Hazra G"],"pubmed_abstract":["An unprecedented enantioselective synthesis of 3-substituted benzoxaboroles has been developed. An <i>in situ</i> generated <i>ortho</i>-boronic acid containing chalcone provides the chiral benzoxaboroles <i>via</i> an asymmetric oxa-Michael addition of hydroxyl group attached to the boronic acid triggered by the cinchona alkaloid based chiral amino-squaramide catalysts. In general, good yields with good to excellent enantioselectivities (up to 99%) were obtained. The resulting benzoxaboroles were converted to the corresponding chiral β-hydroxy ketones without affecting the enantioselectivity."],"journal":["Chemical science"],"pagination":["3026-3030"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5380879"],"repository":["biostudies-literature"],"pubmed_title":["Organocatalytic, enantioselective synthesis of benzoxaboroles <i>via</i> Wittig/oxa-Michael reaction Cascade of α-formyl boronic acids."],"pmcid":["PMC5380879"],"pubmed_authors":["Hazra G","Ghorai P","Maity S","Bhowmick S"],"additional_accession":[]},"is_claimable":false,"name":"Organocatalytic, enantioselective synthesis of benzoxaboroles <i>via</i> Wittig/oxa-Michael reaction Cascade of α-formyl boronic acids.","description":"An unprecedented enantioselective synthesis of 3-substituted benzoxaboroles has been developed. An <i>in situ</i> generated <i>ortho</i>-boronic acid containing chalcone provides the chiral benzoxaboroles <i>via</i> an asymmetric oxa-Michael addition of hydroxyl group attached to the boronic acid triggered by the cinchona alkaloid based chiral amino-squaramide catalysts. In general, good yields with good to excellent enantioselectivities (up to 99%) were obtained. The resulting benzoxaboroles were converted to the corresponding chiral β-hydroxy ketones without affecting the enantioselectivity.","dates":{"release":"2017-01-01T00:00:00Z","publication":"2017 Apr","modification":"2026-05-05T09:49:16.847Z","creation":"2019-03-27T02:40:23Z"},"accession":"S-EPMC5380879","cross_references":{"pubmed":["28451370"],"doi":["10.1039/c6sc04522g"]}}