{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Rodriguez-Salamanca P"],"funding":["Agencia de Innovación y Desarrollo de Andalucía","Ministerio de Ciencia e Innovación","Junta de Andalucía","Gobierno de Aragón"],"pagination":["15291-15297"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8635211"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["12(46)"],"pubmed_abstract":["A copper-catalyzed asymmetric intramolecular reductive cyclization for the synthesis of dibenzo[<i>b</i>,<i>d</i>]azepines is described. Use of 2'-vinyl-biaryl-2-imines as substrates and <i>in situ</i> formed [Cu<sup>I</sup>/(Ph-BPE)] as the catalyst enables the synthesis of 7-membered bridged biarylamines containing both central and axial stereogenic elements in high yields (up to 98%) and with excellent diastereo- and enantioselectivities (>20 : 1 d.r., up to 99% ee). Moreover, the same catalyst was found to facilitate a related borylative cyclization to afford versatile boronic ester derivatives. Both reactions proceed under mild conditions (rt) and are applicable to a variety of substituted aromatic and heterocyclic derivatives."],"journal":["Chemical science"],"pubmed_title":["Asymmetric synthesis of dibenzo[<i>b</i>,<i>d</i>]azepines by Cu-catalyzed reductive or borylative cyclization."],"pmcid":["PMC8635211"],"funding_grant_id":["BES-2017-081561","US-1262867","Grupos E34_20R","P18-FR-644","PID2019-106358GB-C22","P18-FR-3531","RYC-2017-22294","PID2019-106358GB-C21","US-1260906","PID2019-104090RB-100"],"pubmed_authors":["Martin-de la Calle R","Merino P","Lassaletta JM","Hornillos V","Rodriguez-Salamanca P","Rodriguez V","Fernandez R"],"additional_accession":[]},"is_claimable":false,"name":"Asymmetric synthesis of dibenzo[<i>b</i>,<i>d</i>]azepines by Cu-catalyzed reductive or borylative cyclization.","description":"A copper-catalyzed asymmetric intramolecular reductive cyclization for the synthesis of dibenzo[<i>b</i>,<i>d</i>]azepines is described. Use of 2'-vinyl-biaryl-2-imines as substrates and <i>in situ</i> formed [Cu<sup>I</sup>/(Ph-BPE)] as the catalyst enables the synthesis of 7-membered bridged biarylamines containing both central and axial stereogenic elements in high yields (up to 98%) and with excellent diastereo- and enantioselectivities (>20 : 1 d.r., up to 99% ee). Moreover, the same catalyst was found to facilitate a related borylative cyclization to afford versatile boronic ester derivatives. Both reactions proceed under mild conditions (rt) and are applicable to a variety of substituted aromatic and heterocyclic derivatives.","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Dec","modification":"2024-02-15T07:14:11.706Z","creation":"2022-02-11T14:23:13.412Z"},"accession":"S-EPMC8635211","cross_references":{"pubmed":["34976349"],"doi":["10.1039/d1sc04980a"]}}