{"id":{"repo_id":"york","oai_identifier":"oai:yorkspace.library.yorku.ca:10315/30036"},"canonical_url":"https://search.dev.ndltd.org/etd/york/oai:yorkspace.library.yorku.ca:10315/30036","repository":{"repo_id":"york","name":"York University","base_url":"https://yorkspace.library.yorku.ca/oai/request"},"display":{"title":"Palladium (II) Mediated Transformation: Exploring Synthetic Methodology for the Synthesis of Cyclopentenones from Tertiary-Cyclobutanois","abstract":"A new method for the synthesis of ring-fused cyclopentenone is described. The method utilizes the built-in strain of tertiary cyclobutanol to drive the palladium(II)-catalyzed rearrangement to the corresponding ring-fused cyclopentanone followed by Saegusa-Ito reaction to furnish final cyclopentenone product. Extensive efforts to transform this reaction into a catalytic process by screening various palladium(II) sources, ligands, oxidants, bases, solvents and reaction temperatures failed. Interesting and unexpected results were however obtained while exploring copper(II) chloride and copper(II) bromide as potential oxidants.","abstract_html":"A new method for the synthesis of ring-fused cyclopentenone is described. The method utilizes the built-in strain of tertiary cyclobutanol to drive the palladium(II)-catalyzed rearrangement to the corresponding ring-fused cyclopentanone followed by Saegusa-Ito reaction to furnish final cyclopentenone product. Extensive efforts to transform this reaction into a catalytic process by screening various palladium(II) sources, ligands, oxidants, bases, solvents and reaction temperatures failed. Interesting and unexpected results were however obtained while exploring copper(II) chloride and copper(II) bromide as potential oxidants.","abstract_has_math":false,"creators":["Nikolaev, Andrei"],"institution":null,"degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["Orellana Garcia, Josue Arturo"],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-08-28","date_published":"2015-08-28","updated_at":"2026-07-24T06:33:49Z","subjects":["Chemistry"],"languages":["en"],"rights":["Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests."],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/10315/30036","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Orellana Garcia, Josue Arturo"]},{"key":"dc:creator","label":"Author","values":["Nikolaev, Andrei"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2015-08-28T15:28:30Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2015-08-28T15:28:30Z"]},{"key":"dc:date.issued","label":"Date","values":["2015-08-28"]},{"key":"dc:type","label":"Dc Type","values":["Electronic Thesis or Dissertation"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests."]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/10315/30036"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["A new method for the synthesis of ring-fused cyclopentenone is described. The method utilizes the built-in strain of tertiary cyclobutanol to drive the palladium(II)-catalyzed rearrangement to the corresponding ring-fused cyclopentanone followed by Saegusa-Ito reaction to furnish final cyclopentenone product. Extensive efforts to transform this reaction into a catalytic process by screening various palladium(II) sources, ligands, oxidants, bases, solvents and reaction temperatures failed. Interesting and unexpected results were however obtained while exploring copper(II) chloride and copper(II) bromide as potential oxidants."]},{"key":"dc:title","label":"Title","values":["Palladium (II) Mediated Transformation: Exploring Synthetic Methodology for the Synthesis of Cyclopentenones from Tertiary-Cyclobutanois"]}]}],"canonical_facts":{"dc:contributor.advisor":["Orellana Garcia, Josue Arturo"],"dc:creator":["Nikolaev, Andrei"],"dc:date.accessioned":["2015-08-28T15:28:30Z"],"dc:date.available":["2015-08-28T15:28:30Z"],"dc:date.issued":["2015-08-28"],"dc:description.abstract":["A new method for the synthesis of ring-fused cyclopentenone is described. The method utilizes the built-in strain of tertiary cyclobutanol to drive the palladium(II)-catalyzed rearrangement to the corresponding ring-fused cyclopentanone followed by Saegusa-Ito reaction to furnish final cyclopentenone product. Extensive efforts to transform this reaction into a catalytic process by screening various palladium(II) sources, ligands, oxidants, bases, solvents and reaction temperatures failed. Interesting and unexpected results were however obtained while exploring copper(II) chloride and copper(II) bromide as potential oxidants."],"dc:identifier.uri":["http://hdl.handle.net/10315/30036"],"dc:language.iso":["en"],"dc:rights":["Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests."],"dc:subject":["Chemistry"],"dc:title":["Palladium (II) Mediated Transformation: Exploring Synthetic Methodology for the Synthesis of Cyclopentenones from Tertiary-Cyclobutanois"],"dc:type":["Electronic Thesis or Dissertation"]},"updated_at":"2026-07-24T06:33:49Z"}