Expansion of the scope of the allenic Pauson-Khand reaction to include carboxylic acids and esters
Date of Graduation
Eberly College of Arts and Sciences
Bjorn C. G. Soderberg.
1,3,3 Trisubstituted allenes were prepared by performing an SN2' reaction of lactones. Opening of the lactone created carboxylic acids that could then be converted to esters. By varing the functionality on the lactone and the Grignard reagents, a variety of allenes could be prepared to test the viability of the Pauson-Khand reaction in the presence of these functional groups. The positioning of the groups also lead to variations in the system. These reactions produced three different types of adducts. They include alpha-methylene cyclopentenones, 4-alkylidene cyclopentenones, and cross conjugated trienes.*.;*Please refer to dissertation for diagrams.
Fisher, Kimberly D., "Expansion of the scope of the allenic Pauson-Khand reaction to include carboxylic acids and esters" (2002). Graduate Theses, Dissertations, and Problem Reports. 1569.