{"id":{"repo_id":"aachen","oai_identifier":"oai:publications.rwth-aachen.de:61543"},"canonical_url":"https://search.dev.ndltd.org/etd/aachen/oai:publications.rwth-aachen.de:61543","repository":{"repo_id":"aachen","name":"RWTH Aachen University","base_url":"https://publications.rwth-aachen.de/oai2d"},"display":{"title":"Asymmetric synthesis of (+)-altholactone, a styryllactone from various goniothalamus species","abstract":"A consice and stereoselective route to highly functionalised a,b-unsaturated-d-lactone, (+)-altholactone (1), from the well-established 1,3-diol building block, dioxanone (2,2-dimethyl-1,3-dioxan-5-one) 4, is described. This approach is based on establishment of the chiral centres by applying a RAMP-directed alkylation (ee > 98 %), an asymmetric aldol reaction (ee, de > 98 %) and a selective reduction (de > 96 %). The d-lactone, which is the main motif of the styryllactone family, results from an oxidation/in situ cyclisation sequence and the furanic cycle from an SN2 ring-closure.","abstract_html":"A consice and stereoselective route to highly functionalised a,b-unsaturated-d-lactone, (+)-altholactone (1), from the well-established 1,3-diol building block, dioxanone (2,2-dimethyl-1,3-dioxan-5-one) 4, is described. This approach is based on establishment of the chiral centres by applying a RAMP-directed alkylation (ee > 98 %), an asymmetric aldol reaction (ee, de > 98 %) and a selective reduction (de > 96 %). The d-lactone, which is the main motif of the styryllactone family, results from an oxidation/in situ cyclisation sequence and the furanic cycle from an SN2 ring-closure.","abstract_has_math":false,"creators":["Barbion, Julien"],"institution":"Publikationsserver der RWTH Aachen University","degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":["Enders, Dieter"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2006,"date_issued":"2006","date_published":"2006","updated_at":"2026-07-30T19:43:10Z","subjects":["info:eu-repo/classification/ddc/540","Chemie","asymmetric synthesis","Styryllactone","asymmetric alkylation","aldol reaction"],"languages":["eng"],"rights":["info:eu-repo/semantics/openAccess"],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-123198%22"],"render_values":[{"text":"https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-123198%22","href":"https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-123198%22","code":true}]}]},"links":{"outbound_url":"https://publications.rwth-aachen.de/record/61543","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Enders, Dieter"]},{"key":"dc:creator","label":"Author","values":["Barbion, Julien"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:coverage","label":"Dc Coverage","values":["DE"]},{"key":"dc:date","label":"Dc Date","values":["2006"]},{"key":"dc:publisher","label":"Institution","values":["Publikationsserver der RWTH Aachen University"]},{"key":"dc:relation","label":"Dc Relation","values":["info:eu-repo/semantics/altIdentifier/urn/urn:nbn:de:hbz:82-opus-16814"]},{"key":"dc:type","label":"Dc Type","values":["info:eu-repo/semantics/doctoralThesis","info:eu-repo/semantics/publishedVersion"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["info:eu-repo/classification/ddc/540","Chemie","asymmetric synthesis","Styryllactone","asymmetric alkylation","aldol reaction"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]},{"key":"dc:rights","label":"Dc Rights","values":["info:eu-repo/semantics/openAccess"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://publications.rwth-aachen.de/record/61543","https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-123198%22"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["A consice and stereoselective route to highly functionalised a,b-unsaturated-d-lactone, (+)-altholactone (1), from the well-established 1,3-diol building block, dioxanone (2,2-dimethyl-1,3-dioxan-5-one) 4, is described. This approach is based on establishment of the chiral centres by applying a RAMP-directed alkylation (ee > 98 %), an asymmetric aldol reaction (ee, de > 98 %) and a selective reduction (de > 96 %). The d-lactone, which is the main motif of the styryllactone family, results from an oxidation/in situ cyclisation sequence and the furanic cycle from an SN2 ring-closure."]},{"key":"dc:source","label":"Dc Source","values":["Aachen : Publikationsserver der RWTH Aachen University III, 149 S. (2006). = Aachen, Techn. Hochsch., Diss., 2006"]},{"key":"dc:title","label":"Title","values":["Asymmetric synthesis of (+)-altholactone, a styryllactone from various goniothalamus species"]}]}],"canonical_facts":{"dc:contributor":["Enders, Dieter"],"dc:coverage":["DE"],"dc:creator":["Barbion, Julien"],"dc:date":["2006"],"dc:description":["A consice and stereoselective route to highly functionalised a,b-unsaturated-d-lactone, (+)-altholactone (1), from the well-established 1,3-diol building block, dioxanone (2,2-dimethyl-1,3-dioxan-5-one) 4, is described. This approach is based on establishment of the chiral centres by applying a RAMP-directed alkylation (ee > 98 %), an asymmetric aldol reaction (ee, de > 98 %) and a selective reduction (de > 96 %). The d-lactone, which is the main motif of the styryllactone family, results from an oxidation/in situ cyclisation sequence and the furanic cycle from an SN2 ring-closure."],"dc:identifier":["https://publications.rwth-aachen.de/record/61543","https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-123198%22"],"dc:language":["eng"],"dc:publisher":["Publikationsserver der RWTH Aachen University"],"dc:relation":["info:eu-repo/semantics/altIdentifier/urn/urn:nbn:de:hbz:82-opus-16814"],"dc:rights":["info:eu-repo/semantics/openAccess"],"dc:source":["Aachen : Publikationsserver der RWTH Aachen University III, 149 S. (2006). = Aachen, Techn. 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