MSpace maintenance is scheduled for 10:00AM CST on Tuesday Jul 7, 2020. Access will be unavailable at that time although normal service should return before 12:00PM CST. Please plan your submissions accordingly and ensure that any in-progress submissions are saved before the scheduled system maintenance time.

Show simple item record Yvon, Brigitte L. en_US 2007-05-18T20:03:11Z 2007-05-18T20:03:11Z 2000-06-01T00:00:00Z en_US
dc.description.abstract In this thesis 'E,E'-dibenzylidenesuccinates were shown to exhibit atropisomerism, enantiomerism that originates from hindered rotation about the butadiene carbon - carbon single bond. In addition, the 'E,E'-dibenzylidenesuccinates were found to undergo photochemical electrocyclic reactions and thermal 1,5-sigmatropic hydrogen shifts to give 'cis'-1,2-dihydronaphthalenes. One of the photochemical electrocyclic reactions of the 'E,E'-dibenzylidenesuccinates was studied for its application to photodynamic therapy, a therapy in which a photoactive compound is used to photochemically produce a medically therapeutic benefit. Another one of these photocyclic reactions was explored as a general method for the synthesis of the trans'-1,2-dihydronaphthalene lignan, magnoshinin. Although the photochemical step in this reaction was ineffective, magnoshinin was successfully prepared by a more classical route. The possibility of substantially increasing the barrier to rotation about the carbon - carbon butadiene singlebond and/or prejudicing the formation of one atropisomer of an 'E,E'-dibenzylidenesuccinate by linking the two carboxyl groups with a rigid chiral auxiliary was investigated. (Abstract shortened by UMI.) en_US
dc.format.extent 8524207 bytes
dc.format.extent 184 bytes
dc.format.mimetype application/pdf
dc.format.mimetype text/plain
dc.language en en_US
dc.language.iso en_US
dc.title The synthesis of lignans and lignan analogs en_US Plant Science en_US Master of Science (M.Sc.) en_US

Files in this item

This item appears in the following Collection(s)

Show simple item record

View Statistics