{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["14(6)"],"submitter":["Zhu J"],"pubmed_abstract":["The enantioselective addition of arylboronic acids to <i>N</i>-heteroaryl ketones provides a convenient access to chiral α-heteroaryl tertiary alcohols, yet addition reactions of this type have been challenging due to catalyst deactivation. In this report, an efficient rhodium-catalyzed addition of arylboronic acids to <i>N</i>-heteroaryl ketones is established, affording a variety of valuable α-heteroaryl alcohols with excellent functional group compatibility. The employment of the WingPhos ligand containing two anthryl groups is crucial for this transformation. In particular, a range of chiral benzoxazolyl-substituted tertiary alcohols were formed with excellent <i>ee</i> values and yields by employing a Rh loading as low as 0.3 mol%, which can serve as a practical protocol to furnish a series of chiral α-hydroxy acids after hydrolysis."],"journal":["Chemical science"],"pagination":["1606-1612"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9906643"],"repository":["biostudies-literature"],"pubmed_title":["Enantioselective rhodium-catalyzed addition of arylboronic acids to <i>N</i>-heteroaryl ketones: synthesis of α-hydroxy acids."],"pmcid":["PMC9906643"],"pubmed_authors":["Li Z","Li J","Zhu J","Chen Z","Xu R","Tan Z","Tian D","Tang W"],"additional_accession":[]},"is_claimable":false,"name":"Enantioselective rhodium-catalyzed addition of arylboronic acids to <i>N</i>-heteroaryl ketones: synthesis of α-hydroxy acids.","description":"The enantioselective addition of arylboronic acids to <i>N</i>-heteroaryl ketones provides a convenient access to chiral α-heteroaryl tertiary alcohols, yet addition reactions of this type have been challenging due to catalyst deactivation. In this report, an efficient rhodium-catalyzed addition of arylboronic acids to <i>N</i>-heteroaryl ketones is established, affording a variety of valuable α-heteroaryl alcohols with excellent functional group compatibility. The employment of the WingPhos ligand containing two anthryl groups is crucial for this transformation. In particular, a range of chiral benzoxazolyl-substituted tertiary alcohols were formed with excellent <i>ee</i> values and yields by employing a Rh loading as low as 0.3 mol%, which can serve as a practical protocol to furnish a series of chiral α-hydroxy acids after hydrolysis.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Feb","modification":"2025-04-04T11:16:54.88Z","creation":"2025-04-04T11:16:54.88Z"},"accession":"S-EPMC9906643","cross_references":{"pubmed":["36794198"],"doi":["10.1039/d2sc05907j"]}}