{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Lavinda O"],"funding":["Division of Chemistry","Foundation for the National Institutes of Health","National Institute of General Medical Sciences","NIH HHS","NIGMS NIH HHS"],"pagination":["e202114183"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8940697"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["61(14)"],"pubmed_abstract":["Unlike many reactions of their six-membered-ring counterparts, the reactions of chiral seven-membered-ring enolates are highly diastereoselective. Diastereoselectivity was observed for a range of substrates, including lactam, lactone, and cyclic ketone derivatives. The stereoselectivity arises from torsional and steric interactions that develop when electrophiles approach the diastereotopic π-faces of the enolates, which are distinguished by subtle differences in the orientation of nearby atoms of the ring."],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Origin of High Diastereoselectivity in Reactions of Seven-Membered-Ring Enolates."],"pmcid":["PMC8940697"],"funding_grant_id":["CHE-01162222","S10-OD016343","S10 OD016343","R01 GM129286","1R01GM129286"],"pubmed_authors":["Witt CH","Woerpel KA","Lavinda O"],"additional_accession":[]},"is_claimable":false,"name":"Origin of High Diastereoselectivity in Reactions of Seven-Membered-Ring Enolates.","description":"Unlike many reactions of their six-membered-ring counterparts, the reactions of chiral seven-membered-ring enolates are highly diastereoselective. Diastereoselectivity was observed for a range of substrates, including lactam, lactone, and cyclic ketone derivatives. The stereoselectivity arises from torsional and steric interactions that develop when electrophiles approach the diastereotopic π-faces of the enolates, which are distinguished by subtle differences in the orientation of nearby atoms of the ring.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Mar","modification":"2025-04-21T14:19:24.775Z","creation":"2025-04-21T14:19:24.775Z"},"accession":"S-EPMC8940697","cross_references":{"pubmed":["35076978"],"doi":["10.1002/anie.202114183"]}}