Date of Award
4-28-2022
Document Type
Thesis
Degree Name
Bachelor of Science
Department
Biochemistry & Molecular Biol.
First Advisor
C. Wade Downey
Abstract
When ketones are treated with trimethylsilyl trifluoromethanesulfonate (TMSOTf) and 2,6- lutidine, they react with N-benzyl nitrones to provide diverse compounds, such as beta- aminoketones and 2,3-dihydroisoxazoles. When the reaction mixture is heated to reflux in methylene chloride, the 1,3-addition product is observed. However, when the product is deprotected using TBAF and treated with methanesulfonyl chloride, a 2,3-dihydroisoxazole can be formed. Results under a variety of conditions, leading to different mixtures of products, are presented.
Recommended Citation
Goodner, Ramsey, "Towards the Synthesis of 2,3-dihydroisoxazoles from Ketones and N-benzyl Nitrones" (2022). Honors Theses. 1621.
https://scholarship.richmond.edu/honors-theses/1621