ORGINS Seminar: Aidan McMahon and Aleksey Lanin

When

4 – 5 p.m., Sept. 9, 2024

Presenters

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McMahon, Aiden
Aidan McMahon
Graduate Student, Department of Chemistry and Biochemistry, The University of Arizona
Title:
Development of Novel Small Molecule Kinase Inhibitors for the Treatment of Various Oncology Relevant Disease
Bio sketch:

Hello! I'm Aidan McMahon, a third-year chemistry graduate student in the Hulme Lab. My research focuses on synthesizing novel brain-penetrant small molecule kinase inhibitors aimed at treating glioblastoma multiforme (GBM), a highly aggressive form of brain cancer. Beyond the lab, I love spending time outdoors, whether it's hiking, biking, or simply enjoying nature. On campus, I'm an active member of PAWS, where I engage in outreach events and mentorship within the local community.

 

 

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Aleksey Lanin
Aleksey Lanin
Graduate Student, Department of Chemistry and Biochemistry, The University of Arizona
Title:
Development of New Asymmetric Anionic Cascade
Abstract:
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ORGINS Seminar: Development of New Asymmetric Anionic Cascades

Synthesis of dihydrofurans and chiral 3-pyrrolines via superbase-enabled isomerization and cyclization of a β-hydroxy/amino-butanoates will be discussed. The titanium dienolate of ethyl (E)-4-bromobut-2-enoates undergoes an Aldol addition to the aldehydes to form β-hydroxy ethyl ester adducts. The adducts proceed to form either the dihydrofurans via cyclization/isomerization step, or undergo a retro-Aldol pathway. In contrast, the retro-Mannich pathway is suppressed to a limited extent due to the electron-withdrawing nature of the sulfinamides. The cyclization of the β-amino ethyl ester adducts to the 3-pyrrolines is plagued by the uncontrollable formation of pyrroles. We aim to improve and develop selective conditions for conversion of the Mannich adducts to 3-pyrrolines and to pyrroles directly.
 
Hosted by: Dr. Jon Njardarson