{"id":{"repo_id":"wvu","oai_identifier":"oai:researchrepository.wvu.edu:etd-1392"},"canonical_url":"https://search.dev.ndltd.org/etd/wvu/oai:researchrepository.wvu.edu:etd-1392","repository":{"repo_id":"wvu","name":"West Virginia University","base_url":"https://researchrepository.wvu.edu/do/oai/"},"display":{"title":"Formation of 2-halomethylene-4-cyclopentene-1,3-diones and/or 2-halo-1,4-benzoquinones, total synthesis of methyl linderone and Wacker-type oxidation of aryl-substituted alkenes","abstract":"We have discovered a practical general method for the preparation of diverse 2-halomethylene-4-cyclopentene-1,3-diones and/or 2-halo-1,4-benzoquinones. An in-depth study of the reactions of 4-(ethynyl)-4-hydroxy-2,3-substituted-2-cyclobuten-1-ones with N-bromo- or N-iodosuccinimide is described. This reaction was used in a short total synthesis of methyl linderone. Also, a series of facile, palladium catalyzed, direct, and regiospecific Wacker-type oxidations has been developed to yield various alpha-arylated ketones from aryl-substituted internal alkenes.","abstract_html":"We have discovered a practical general method for the preparation of diverse 2-halomethylene-4-cyclopentene-1,3-diones and/or 2-halo-1,4-benzoquinones. An in-depth study of the reactions of 4-(ethynyl)-4-hydroxy-2,3-substituted-2-cyclobuten-1-ones with N-bromo- or N-iodosuccinimide is described. This reaction was used in a short total synthesis of methyl linderone. Also, a series of facile, palladium catalyzed, direct, and regiospecific Wacker-type oxidations has been developed to yield various alpha-arylated ketones from aryl-substituted internal alkenes.","abstract_has_math":false,"creators":["Yin, Hong"],"institution":null,"degree_name":"PhD","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Bjorn C. Soderberg","Patrick S. Callery","John H. Penn","Alan M. Stolzenberg","Kung K. Wang"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2014,"date_issued":"2014-08-01T07:00:00Z","date_published":"2014-08-01T07:00:00Z","updated_at":"2026-07-24T06:14:31Z","subjects":["Organic chemistry"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["https://researchrepository.wvu.edu/etd/389"],"render_values":[{"text":"https://researchrepository.wvu.edu/etd/389","href":"https://researchrepository.wvu.edu/etd/389","code":true}]}]},"links":{"outbound_url":"https://doi.org/10.33915/etd.389","outbound_label":"DOI","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Bjorn C. Soderberg","Patrick S. Callery","John H. Penn","Alan M. Stolzenberg","Kung K. 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An in-depth study of the reactions of 4-(ethynyl)-4-hydroxy-2,3-substituted-2-cyclobuten-1-ones with N-bromo- or N-iodosuccinimide is described. This reaction was used in a short total synthesis of methyl linderone. Also, a series of facile, palladium catalyzed, direct, and regiospecific Wacker-type oxidations has been developed to yield various alpha-arylated ketones from aryl-substituted internal alkenes."]},{"key":"dc:title","label":"Title","values":["Formation of 2-halomethylene-4-cyclopentene-1,3-diones and/or 2-halo-1,4-benzoquinones, total synthesis of methyl linderone and Wacker-type oxidation of aryl-substituted alkenes"]}]}],"canonical_facts":{"dc:contributor":["Bjorn C. Soderberg","Patrick S. Callery","John H. Penn","Alan M. Stolzenberg","Kung K. 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Also, a series of facile, palladium catalyzed, direct, and regiospecific Wacker-type oxidations has been developed to yield various alpha-arylated ketones from aryl-substituted internal alkenes."],"dc:identifier":["https://doi.org/10.33915/etd.389","https://researchrepository.wvu.edu/etd/389"],"dc:subject":["Organic chemistry"],"dc:title":["Formation of 2-halomethylene-4-cyclopentene-1,3-diones and/or 2-halo-1,4-benzoquinones, total synthesis of methyl linderone and Wacker-type oxidation of aryl-substituted alkenes"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["PhD"]},"updated_at":"2026-07-24T06:14:31Z"}