Dittami, James P.
When developing potentially medicinally relevant compounds it is important to utilize efficient synthetic methods, control stereochemistry, liphophilicity, acidity, and the incorporation of bioisosteres. The synthesis of a bioisosteric analog of morphine was studied utilizing an intramolecular ylide-alkene cycloaddition as the final step to establish the six stereocenters and three of the rings of the molecule. This multicyclic scaffold is expected to produce biologically active compounds from a brief, modifiable synthesis and simple starting materials.
Worcester Polytechnic Institute
Major Qualifying Project
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Chemistry and Biochemistry