In 1975, Hamberg and associates [1] discovered that human platelets transform arachidonic acid into prostaglandin endoperoxides then further into thromboxane B₂ through the unstable intermediate thromboxane A₂. Pinane thromboxane A₂ is a stable analog of the unstable thromboxane A₂ [2]. Its antithrombotic activity includes the inhibition of platelet aggregation, artery constriction, and thromboxane synthetase [2] and the contraction of induced stomach muscle [3].
This project focuses on the synthesis of pinane thromboxane A₂ via a Suzuki-Miyaura coupling. Advantages of this route include the first example of the use of the Suzuki coupling with this compound, fewer steps within the synthesis and the use of less-toxic chemicals. Accomplishing the Suzuki-Miyaura coupling has proven to be the greatest challenge and will be described in detail (Scheme).
","abstract_html":"<p>In 1975, Hamberg and associates [1] discovered that human platelets transform arachidonic acid into prostaglandin endoperoxides then further into thromboxane B₂ through the unstable intermediate thromboxane A₂. Pinane thromboxane A₂ is a stable analog of the unstable thromboxane A₂ [2]. Its antithrombotic activity includes the inhibition of platelet aggregation, artery constriction, and thromboxane synthetase [2] and the contraction of induced stomach muscle [3].</p> <p>This project focuses on the synthesis of pinane thromboxane A₂ via a Suzuki-Miyaura coupling. Advantages of this route include the first example of the use of the Suzuki coupling with this compound, fewer steps within the synthesis and the use of less-toxic chemicals. Accomplishing the Suzuki-Miyaura coupling has proven to be the greatest challenge and will be described in detail (Scheme).</p>","abstract_has_math":false,"creators":["Grenke, Holly"],"institution":null,"degree_name":"Master of Science (MS)","degree_level":"Campus Only Thesis","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Harriet Lindsay, Ph.D., Chair","Gregg Wilmes, Ph.D.","Dana Sanford"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-03-16T07:00:00Z","date_published":"2015-03-16T07:00:00Z","updated_at":"2026-07-24T02:16:57Z","subjects":["Arachidonic acid","blood platelets aggregation","blood platelets","Chemistry"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://commons.emich.edu/theses/610","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Harriet Lindsay, Ph.D., Chair","Gregg Wilmes, Ph.D.","Dana Sanford"]},{"key":"dc:creator","label":"Author","values":["Grenke, Holly"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.available","label":"Dc Date Available","values":["2015-07-22T07:00:00Z"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Campus Only Thesis"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Master of Science (MS)"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Arachidonic acid","blood platelets aggregation","blood platelets","Chemistry"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://commons.emich.edu/theses/610"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["In 1975, Hamberg and associates [1] discovered that human platelets transform arachidonic acid into prostaglandin endoperoxides then further into thromboxane B₂ through the unstable intermediate thromboxane A₂. Pinane thromboxane A₂ is a stable analog of the unstable thromboxane A₂ [2]. Its antithrombotic activity includes the inhibition of platelet aggregation, artery constriction, and thromboxane synthetase [2] and the contraction of induced stomach muscle [3].
This project focuses on the synthesis of pinane thromboxane A₂ via a Suzuki-Miyaura coupling. Advantages of this route include the first example of the use of the Suzuki coupling with this compound, fewer steps within the synthesis and the use of less-toxic chemicals. Accomplishing the Suzuki-Miyaura coupling has proven to be the greatest challenge and will be described in detail (Scheme).
"]},{"key":"dc:title","label":"Title","values":["Synthesis of pinane thromboxane A₂ via suzuki-miyaura coupling"]}]}],"canonical_facts":{"dc:contributor":["Harriet Lindsay, Ph.D., Chair","Gregg Wilmes, Ph.D.","Dana Sanford"],"dc:creator":["Grenke, Holly"],"dc:date.available":["2015-07-22T07:00:00Z"],"dc:description.abstract":["In 1975, Hamberg and associates [1] discovered that human platelets transform arachidonic acid into prostaglandin endoperoxides then further into thromboxane B₂ through the unstable intermediate thromboxane A₂. Pinane thromboxane A₂ is a stable analog of the unstable thromboxane A₂ [2]. Its antithrombotic activity includes the inhibition of platelet aggregation, artery constriction, and thromboxane synthetase [2] and the contraction of induced stomach muscle [3].
This project focuses on the synthesis of pinane thromboxane A₂ via a Suzuki-Miyaura coupling. Advantages of this route include the first example of the use of the Suzuki coupling with this compound, fewer steps within the synthesis and the use of less-toxic chemicals. Accomplishing the Suzuki-Miyaura coupling has proven to be the greatest challenge and will be described in detail (Scheme).
"],"dc:identifier":["https://commons.emich.edu/theses/610"],"dc:subject":["Arachidonic acid","blood platelets aggregation","blood platelets","Chemistry"],"dc:title":["Synthesis of pinane thromboxane A₂ via suzuki-miyaura coupling"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Campus Only Thesis"],"thesis:degree_name":["Master of Science (MS)"]},"updated_at":"2026-07-24T02:16:57Z"}