{"id":{"repo_id":"brock","oai_identifier":"oai:brocku.scholaris.ca:10464/16873"},"canonical_url":"https://search.dev.ndltd.org/etd/brock/oai:brocku.scholaris.ca:10464/16873","repository":{"repo_id":"brock","name":"Brock University","base_url":"https://brocku.scholaris.ca/server/oai/request"},"display":{"title":"Synthesis of unnatural analogues of narciclasine: Chemoenzymatic synthesis of 2-epi-1-hydroxymethylnarciclasine","abstract":"An approach to the synthesis of novel C-1 analogues of narciclasine has been developed. The synthesis relies on chemoenzymatic dihydroxylation of an arene, Stille coupling, and an intramolecular Heck reaction to affect key transformations. The synthesis of the targeted C-1 analogues addresses a gap in literature where few narciclasine analogues have been prepared, with no C-1 homologues existing to date. The synthetic route to 2-epi-1-hydroxymethylnarciclasine, as well as a possible route to several other derivatives, is described in detail. Experimental and spectral data are provided for all newly synthesized compounds.","abstract_html":"An approach to the synthesis of novel C-1 analogues of narciclasine has been developed. The synthesis relies on chemoenzymatic dihydroxylation of an arene, Stille coupling, and an intramolecular Heck reaction to affect key transformations. The synthesis of the targeted C-1 analogues addresses a gap in literature where few narciclasine analogues have been prepared, with no C-1 homologues existing to date. The synthetic route to 2-epi-1-hydroxymethylnarciclasine, as well as a possible route to several other derivatives, is described in detail. Experimental and spectral data are provided for all newly synthesized compounds.","abstract_has_math":false,"creators":["Bedard, Korey"],"institution":"Brock University","degree_name":"Ph.D. Chemistry","degree_level":"Doctoral","degree_discipline":"Faculty of Mathematics and Science","degree_department":"Department of Chemistry","school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2022,"date_issued":"2022-10-21T15:46:25Z","date_published":"2022-10-21T15:46:25Z","updated_at":"2026-07-24T01:23:16Z","subjects":["Synthesis","Natural products","Amaryllidaceae","Biocatalysis","Anti-cancer"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/10464/16873","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.department","label":"Department","values":["Department of Chemistry"]},{"key":"dc:creator","label":"Author","values":["Bedard, Korey"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2022-10-21T15:46:25Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2022-10-21T15:46:25Z"]},{"key":"dc:date.issued","label":"Date","values":["2022-10-21T15:46:25Z"]},{"key":"dc:type","label":"Dc Type","values":["Electronic Thesis or Dissertation"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Faculty of Mathematics and Science"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Doctoral"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D. Chemistry"]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["Brock University"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Synthesis","Natural products","Amaryllidaceae","Biocatalysis","Anti-cancer"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["eng"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/10464/16873"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["An approach to the synthesis of novel C-1 analogues of narciclasine has been developed. The synthesis relies on chemoenzymatic dihydroxylation of an arene, Stille coupling, and an intramolecular Heck reaction to affect key transformations. The synthesis of the targeted C-1 analogues addresses a gap in literature where few narciclasine analogues have been prepared, with no C-1 homologues existing to date. The synthetic route to 2-epi-1-hydroxymethylnarciclasine, as well as a possible route to several other derivatives, is described in detail. Experimental and spectral data are provided for all newly synthesized compounds."]},{"key":"dc:title","label":"Title","values":["Synthesis of unnatural analogues of narciclasine: Chemoenzymatic synthesis of 2-epi-1-hydroxymethylnarciclasine"]}]}],"canonical_facts":{"dc:contributor.department":["Department of Chemistry"],"dc:creator":["Bedard, Korey"],"dc:date.accessioned":["2022-10-21T15:46:25Z"],"dc:date.available":["2022-10-21T15:46:25Z"],"dc:date.issued":["2022-10-21T15:46:25Z"],"dc:description.abstract":["An approach to the synthesis of novel C-1 analogues of narciclasine has been developed. The synthesis relies on chemoenzymatic dihydroxylation of an arene, Stille coupling, and an intramolecular Heck reaction to affect key transformations. The synthesis of the targeted C-1 analogues addresses a gap in literature where few narciclasine analogues have been prepared, with no C-1 homologues existing to date. The synthetic route to 2-epi-1-hydroxymethylnarciclasine, as well as a possible route to several other derivatives, is described in detail. Experimental and spectral data are provided for all newly synthesized compounds."],"dc:identifier.uri":["http://hdl.handle.net/10464/16873"],"dc:language.iso":["eng"],"dc:subject":["Synthesis","Natural products","Amaryllidaceae","Biocatalysis","Anti-cancer"],"dc:title":["Synthesis of unnatural analogues of narciclasine: Chemoenzymatic synthesis of 2-epi-1-hydroxymethylnarciclasine"],"dc:type":["Electronic Thesis or Dissertation"],"thesis:degree_discipline":["Faculty of Mathematics and Science"],"thesis:degree_level":["Doctoral"],"thesis:degree_name":["Ph.D. Chemistry"],"thesis:institution_name":["Brock University"]},"updated_at":"2026-07-24T01:23:16Z"}