Synthesis of a Novel Multicyclic Organic Scaffold via a Photoinitiated Intramolecular Ylide-Alkene Cycloaddition Reaction

Vikart, Annie E.

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Synthesis of a Novel Multicyclic Organic Scaffold via a Photoinitiated Intramolecular Ylide-Alkene Cycloaddition Reaction

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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.

This report represents the work of one or more WPI undergraduate students submitted to the faculty as evidence of completion of a degree requirement. WPI routinely publishes these reports on its website without editorial or peer review.

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