{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Zhou H"],"funding":["European Research Council","Deutsche Forschungsgemeinschaft","Ministry of Education, Culture, Sports, Science and Technology","Japan Society for the Promotion of Science"],"pagination":["10156-10161"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9490845"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["144(23)"],"pubmed_abstract":["Functionalized enantiopure organosilanes are important building blocks with applications in various fields of chemistry; nevertheless, asymmetric synthetic methods for their preparation are rare. Here we report the first organocatalytic enantioselective synthesis of tertiary silyl ethers possessing \"central chirality\" on silicon. The reaction proceeds via a desymmetrizing carbon-carbon bond forming silicon-hydrogen exchange reaction of symmetrical bis(methallyl)silanes with phenols using newly developed imidodiphosphorimidate (IDPi) catalysts. A variety of enantiopure silyl ethers was obtained in high yields with good chemo- and enantioselectivities and could be readily derivatized to several useful chiral silicon compounds, leveraging the olefin functionality and the leaving group nature "],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Organocatalytic Asymmetric Synthesis of Si-Stereogenic Silyl Ethers."],"pmcid":["PMC9490845"],"funding_grant_id":["EXC 2033390677874RESOL","20K22515","21H01925","694228"],"pubmed_authors":["Lindner MM","Han JT","Tsuji N","Nothling N","Zhang L","Zhou H","List B","Jenniches J","Kuhn C"],"additional_accession":[]},"is_claimable":false,"name":"Organocatalytic Asymmetric Synthesis of Si-Stereogenic Silyl Ethers.","description":"Functionalized enantiopure organosilanes are important building blocks with applications in various fields of chemistry; nevertheless, asymmetric synthetic methods for their preparation are rare. Here we report the first organocatalytic enantioselective synthesis of tertiary silyl ethers possessing \"central chirality\" on silicon. The reaction proceeds via a desymmetrizing carbon-carbon bond forming silicon-hydrogen exchange reaction of symmetrical bis(methallyl)silanes with phenols using newly developed imidodiphosphorimidate (IDPi) catalysts. A variety of enantiopure silyl ethers was obtained in high yields with good chemo- and enantioselectivities and could be readily derivatized to several useful chiral silicon compounds, leveraging the olefin functionality and the leaving group nature ","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Jun","modification":"2025-04-25T19:11:51.493Z","creation":"2025-04-06T07:50:31.838Z"},"accession":"S-EPMC9490845","cross_references":{"pubmed":["35649270"],"doi":["10.1021/jacs.2c04261"]}}