Campus Only Thesis
Master of Science (MS)
Harriet Lindsay, Ph.D., Chair
Gregg Wilmes, Ph.D.
In 1975, Hamberg and associates  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 . Its antithrombotic activity includes the inhibition of platelet aggregation, artery constriction, and thromboxane synthetase  and the contraction of induced stomach muscle .
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).
Grenke, Holly, "Synthesis of pinane thromboxane A₂ via suzuki-miyaura coupling" (2015). Master's Theses and Doctoral Dissertations. 610.