{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Zhang LZ"],"funding":["National Natural Science Foundation of China","National Natural Science Foundation of China (National Science Foundation of China)"],"pagination":["930"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC11754474"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["16(1)"],"pubmed_abstract":["The enantioselective domino Heck/cross-coupling has emerged as a powerful tool in modern chemical synthesis for decades. Despite significant progress in relative rigid skeleton substrates, the implementation of asymmetric Heck/cross-coupling cascades of highly flexible haloalkene substrates remains a challenging and and long-standing goal. Here we report an efficient asymmetric domino Heck/Tsuji-Trost reaction of highly flexible vinylic halides with 1,3-dienes enabled by palladium catalysis. Specifically, the Heck insertion as stereodetermining step to form ƞ<sup>3</sup> allyl palladium complex and in situ trapping with nucleophiles enable efficient Heck/etherification in a formal (4 + 2) cycloaddition manner. Engineering the Sadphos bearing androgynous non-C<sub>2</sub>-symmetric chiral s"],"journal":["Nature communications"],"pubmed_title":["Enantioselective Heck/Tsuji-Trost reaction of flexible vinylic halides with 1,3-dienes."],"pmcid":["PMC11754474"],"funding_grant_id":["21921003"],"pubmed_authors":["Zhou M","Zhang PC","Wang Q","Zhang J","Zhang LZ"],"additional_accession":[]},"is_claimable":false,"name":"Enantioselective Heck/Tsuji-Trost reaction of flexible vinylic halides with 1,3-dienes.","description":"The enantioselective domino Heck/cross-coupling has emerged as a powerful tool in modern chemical synthesis for decades. Despite significant progress in relative rigid skeleton substrates, the implementation of asymmetric Heck/cross-coupling cascades of highly flexible haloalkene substrates remains a challenging and and long-standing goal. Here we report an efficient asymmetric domino Heck/Tsuji-Trost reaction of highly flexible vinylic halides with 1,3-dienes enabled by palladium catalysis. Specifically, the Heck insertion as stereodetermining step to form ƞ<sup>3</sup> allyl palladium complex and in situ trapping with nucleophiles enable efficient Heck/etherification in a formal (4 + 2) cycloaddition manner. Engineering the Sadphos bearing androgynous non-C<sub>2</sub>-symmetric chiral s","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Jan","modification":"2025-04-18T14:27:17.539Z","creation":"2025-04-07T00:36:30.131Z"},"accession":"S-EPMC11754474","cross_references":{"pubmed":["39843426"],"doi":["10.1038/s41467-025-56142-z"]}}