Faculty Advisor

Dittami, James P.

Abstract

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.

Publisher

Worcester Polytechnic Institute

Date Accepted

May 2009

Major

Chemistry

Project Type

Major Qualifying Project

Accessibility

Unrestricted

Advisor Department

Chemistry and Biochemistry

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