Diels-Alder Reactions of 5-[Methoxypoly(Oxyethylene)]-(3E)-1,3-Pentadiene
Date of Graduation
Master of Science in Chemistry
Poly(ethylene glycol) (PEG) derivatives have wide utility for a variety of biomedical and biotechnical applications, and interest continues in the synthesis of new PEG derivatives that possess novel properties. In this work, we have performed the synthesis of 5-[methoxypoly(oxyethylene)]-(3E)-1,3-pentadiene (Ia) and 5-methoxyethoxy-(3E)-1,3-pentadiene (Ib). Diels-Alder reactions of Ia and Ib with acrolein, maleic anhydride, and diethyl acetylenedicarboxylate have been performed. The products of these reactions have been analyzed by spectroscopic techniques. The Diels-Alder adducts of Ia with maleic anhydride and acrolein are converted corresponding N-hydroxysuccinamide esters. Hydrolysis of these esters have been studied, and their hydrolysis reactions have been investigated.
© Timothy Edward Hopkins
Hopkins, Timothy Edward, "Diels-Alder Reactions of 5-[Methoxypoly(Oxyethylene)]-(3E)-1,3-Pentadiene" (1999). MSU Graduate Theses. 348.