{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/122053"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/122053","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Development and application of a borylative heck reaction and towards the total synthesis of nimbolide","abstract":"Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2024-03-01 without embargo terms","abstract_html":"Submission original under an indefinite embargo labeled 'Open Access'. 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The submission was exported from vireo on 2024-03-01 without embargo terms","The student, Peter Ryffel, accepted the attached license on 2023-12-04 at 11:37.","The student, Peter Ryffel, submitted this Thesis for approval on 2023-12-04 at 11:39.","This Thesis was approved for publication on 2023-12-05 at 17:19.","DSpace SAF Submission Ingestion Package generated from Vireo submission #20126 on 2024-03-01 at 13:15:23","A borylative Heck reaction was developed that allowed for the facile construction of a variety of bicyclic cores that are central to the structures of terpene natural products. It was discovered that bidentate phosphine mono-oxide ligands were critical to not only the product selectivity of this reaction, but also the diastereoselectivity. Additionally, the reaction was demonstrated in synthetic studies that are currently on going. Finally, a different variant of this borylative Heck reaction that utilized a more oxidized vinyl iodide was developed and is currently being utilized in a synthetic route towards the natural product nimbolide, which has potential as an anti-cancer drug."]},{"key":"dc:format","label":"Dc Format","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["Development and application of a borylative heck reaction and towards the total synthesis of nimbolide"]}]}],"canonical_facts":{"dc:contributor":["Sarlah, David"],"dc:creator":["Ryffel, Peter"],"dc:date":["2023-12","2023-12-05"],"dc:description":["Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2024-03-01 without embargo terms","The student, Peter Ryffel, accepted the attached license on 2023-12-04 at 11:37.","The student, Peter Ryffel, submitted this Thesis for approval on 2023-12-04 at 11:39.","This Thesis was approved for publication on 2023-12-05 at 17:19.","DSpace SAF Submission Ingestion Package generated from Vireo submission #20126 on 2024-03-01 at 13:15:23","A borylative Heck reaction was developed that allowed for the facile construction of a variety of bicyclic cores that are central to the structures of terpene natural products. It was discovered that bidentate phosphine mono-oxide ligands were critical to not only the product selectivity of this reaction, but also the diastereoselectivity. Additionally, the reaction was demonstrated in synthetic studies that are currently on going. Finally, a different variant of this borylative Heck reaction that utilized a more oxidized vinyl iodide was developed and is currently being utilized in a synthetic route towards the natural product nimbolide, which has potential as an anti-cancer drug."],"dc:format":["application/pdf"],"dc:identifier":["https://hdl.handle.net/2142/122053"],"dc:language":["en","eng"],"dc:rights":["Copyright 2023 Peter Ryffel"],"dc:subject":["Borylative Heck","Total Synthesis","Methodology"],"dc:title":["Development and application of a borylative heck reaction and towards the total synthesis of nimbolide"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Thesis"],"thesis:degree_name":["M.S."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:25:00Z"}