{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["15(3)"],"submitter":["Hou J"],"pubmed_abstract":["Inspired by the high affinity of copper with DNA and RNA, a uracil-copper catalytic system was developed to promote ring-opening allylation of cyclopropanols with allylic alcohols under water-tolerant conditions. A new C-OH bond-breaking model can well resolve the trade-off between the need for acidic activators for C(allyl)-OH bond cleavage and the demand for strong basic conditions for generating homoenolates. Therefore, Morita-Baylis-Hillman alcohols, rather than their pre-activated versions, could be incorporated directly into dehydrative cross-coupling with cyclopropanols delivering water as the only by-product. A variety of functionalized <i>δ</i>,<i>ε</i>-unsaturated ketones were obtained in good-to-high yield with high <i>E</i>-selectivity."],"journal":["Chemical science"],"pagination":["1143-1149"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10793597"],"repository":["biostudies-literature"],"pubmed_title":["Uracil-Cu(i) catalyst: allylation of cyclopropanols with Morita-Baylis-Hillman alcohols under water-tolerant conditions."],"pmcid":["PMC10793597"],"pubmed_authors":["Li X","Hou J","Yan K","Zhang L","Loh TP","Xie P"],"additional_accession":[]},"is_claimable":false,"name":"Uracil-Cu(i) catalyst: allylation of cyclopropanols with Morita-Baylis-Hillman alcohols under water-tolerant conditions.","description":"Inspired by the high affinity of copper with DNA and RNA, a uracil-copper catalytic system was developed to promote ring-opening allylation of cyclopropanols with allylic alcohols under water-tolerant conditions. A new C-OH bond-breaking model can well resolve the trade-off between the need for acidic activators for C(allyl)-OH bond cleavage and the demand for strong basic conditions for generating homoenolates. Therefore, Morita-Baylis-Hillman alcohols, rather than their pre-activated versions, could be incorporated directly into dehydrative cross-coupling with cyclopropanols delivering water as the only by-product. A variety of functionalized <i>δ</i>,<i>ε</i>-unsaturated ketones were obtained in good-to-high yield with high <i>E</i>-selectivity.","dates":{"release":"2024-01-01T00:00:00Z","publication":"2024 Jan","modification":"2025-04-26T07:33:33.913Z","creation":"2025-04-06T12:19:25.696Z"},"accession":"S-EPMC10793597","cross_references":{"pubmed":["38239700"],"doi":["10.1039/d3sc04890j"]}}