{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Hicks HB"],"funding":["Vertex Pharmaceuticals","Syngenta International","GlaxoSmithKline","University of Oxford","Biotechnology and Biological Sciences Research Council","Merck Sharp and Dohme"],"pagination":["9174-9178"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9791679"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["24(50)"],"pubmed_abstract":["The (<i>E</i>/<i>Z</i>)-ocellenynes are C<sub>15</sub> dibrominated <i>Laurencia</i> natural products whose structures have been subject to several reassignments on the basis of extensive NMR analysis, biosynthetic postulates, and DFT calculations. Herein, we report the synthesis of both (<i>E</i>)- and (<i>Z</i>)-ocellenyne, which, in combination with single crystal X-ray diffraction studies, allows their absolute configuration to be established and defines the configuration of the <i>syn</i>-12,13-dibromide as being (<i>S</i>, <i>S</i>) in keeping with their proposed biogenesis from the (6<i>S</i>, 7<i>S</i>)-laurediols."],"journal":["Organic letters"],"pubmed_title":["Total Synthesis and Structure Confirmation of (<i>E</i>) and (<i>Z</i>)-Ocellenyne."],"pmcid":["PMC9791679"],"funding_grant_id":["BB/P504890/1"],"pubmed_authors":["Brown DS","Sousa BA","Christensen KE","Hicks HB","Burton JW","Sam Chan HS"],"additional_accession":[]},"is_claimable":false,"name":"Total Synthesis and Structure Confirmation of (<i>E</i>) and (<i>Z</i>)-Ocellenyne.","description":"The (<i>E</i>/<i>Z</i>)-ocellenynes are C<sub>15</sub> dibrominated <i>Laurencia</i> natural products whose structures have been subject to several reassignments on the basis of extensive NMR analysis, biosynthetic postulates, and DFT calculations. Herein, we report the synthesis of both (<i>E</i>)- and (<i>Z</i>)-ocellenyne, which, in combination with single crystal X-ray diffraction studies, allows their absolute configuration to be established and defines the configuration of the <i>syn</i>-12,13-dibromide as being (<i>S</i>, <i>S</i>) in keeping with their proposed biogenesis from the (6<i>S</i>, 7<i>S</i>)-laurediols.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Dec","modification":"2025-04-05T08:46:59.489Z","creation":"2024-11-08T13:28:01.383Z"},"accession":"S-EPMC9791679","cross_references":{"pubmed":["36508492"],"doi":["10.1021/acs.orglett.2c03524"]}}