{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Singh D"],"funding":["National Institute of General Medical Sciences","NIGMS NIH HHS","National Science Foundation"],"pagination":["e202216000"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9908849"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["62(8)"],"pubmed_abstract":["Alkynes and 1,3-dienes are among the most readily available precursors for organic synthesis. We report two distinctly different, catalyst-dependent, modes of regio- and enantioselective cycloaddition reactions between these classes of compounds providing rapid access to highly functionalized 1,4-cyclohexadienes or cyclobutenes from the same precursors. Complexes of an earth abundant metal, cobalt, with several commercially available chiral bisphosphine ligands with narrow bite angles catalyze [4+2]-cycloadditions between a 1,3-diene and an alkyne giving a cyclohexa-1,4-diene in excellent chemo-, regio- and enantioselectivities. In sharp contrast, complex of a finely tuned phosphino-oxazoline ligand promotes unique [2+2]-cycloaddition between the alkyne and the terminal double bond of the "],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Chemodivergent, Regio- and Enantioselective Cycloaddition Reactions between 1,3-Dienes and Alkynes."],"pmcid":["PMC9908849"],"funding_grant_id":["CHE-1900141","R35 GM139545-01","R35 GM139545"],"pubmed_authors":["RajanBabu TV","Singh D"],"additional_accession":[]},"is_claimable":false,"name":"Chemodivergent, Regio- and Enantioselective Cycloaddition Reactions between 1,3-Dienes and Alkynes.","description":"Alkynes and 1,3-dienes are among the most readily available precursors for organic synthesis. We report two distinctly different, catalyst-dependent, modes of regio- and enantioselective cycloaddition reactions between these classes of compounds providing rapid access to highly functionalized 1,4-cyclohexadienes or cyclobutenes from the same precursors. Complexes of an earth abundant metal, cobalt, with several commercially available chiral bisphosphine ligands with narrow bite angles catalyze [4+2]-cycloadditions between a 1,3-diene and an alkyne giving a cyclohexa-1,4-diene in excellent chemo-, regio- and enantioselectivities. In sharp contrast, complex of a finely tuned phosphino-oxazoline ligand promotes unique [2+2]-cycloaddition between the alkyne and the terminal double bond of the ","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Feb","modification":"2026-03-17T16:00:09.745Z","creation":"2025-04-06T15:23:55.139Z"},"accession":"S-EPMC9908849","cross_references":{"pubmed":["36520619"],"doi":["10.1002/anie.202216000"]}}