{"database":"biostudies-literature","file_versions":[],"scores":{"citationCount":0,"reanalysisCount":0,"viewCount":51,"searchCount":0},"additional":{"submitter":["Ano Y"],"funding":["Japan Society for the Promotion of Science"],"pagination":["12326-12332"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8480334"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["12(37)"],"pubmed_abstract":["The palladium-catalyzed 1,1-alkynylbromination of terminal alkenes with a silyl-protected alkynyl bromide is reported. The method tolerates a diverse range of alkenes including vinylarenes, acrylates, and even electronically unbiased alkene derivatives to afford propargylic bromides regioselectively. Mechanistic studies and DFT calculations indicate that the 1,1-alkynylbromination reaction proceeds <i>via</i> the migration of the Pd center followed by the formation of a π-allenyl Pd intermediate, leading to the stereoselective reductive elimination of the C(sp<sup>3</sup>)-Br bond at the propargylic positon."],"journal":["Chemical science"],"pubmed_title":["Palladium-catalyzed 1,1-alkynylbromination of alkenes with alkynyl bromides."],"pmcid":["PMC8480334"],"funding_grant_id":["17H06091","18K14218"],"pubmed_authors":["Kawai N","Ano Y","Chatani N"],"view_count":["51"],"additional_accession":[]},"is_claimable":false,"name":"Palladium-catalyzed 1,1-alkynylbromination of alkenes with alkynyl bromides.","description":"The palladium-catalyzed 1,1-alkynylbromination of terminal alkenes with a silyl-protected alkynyl bromide is reported. The method tolerates a diverse range of alkenes including vinylarenes, acrylates, and even electronically unbiased alkene derivatives to afford propargylic bromides regioselectively. Mechanistic studies and DFT calculations indicate that the 1,1-alkynylbromination reaction proceeds <i>via</i> the migration of the Pd center followed by the formation of a π-allenyl Pd intermediate, leading to the stereoselective reductive elimination of the C(sp<sup>3</sup>)-Br bond at the propargylic positon.","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Sep","modification":"2024-02-15T03:50:54.602Z","creation":"2022-02-11T11:45:15.983Z"},"accession":"S-EPMC8480334","cross_references":{"pubmed":["34603662"],"doi":["10.1039/d1sc02873a"]}}