Building Carbohydrates on Dioxanone Scaffold
Niewczas, Izabella Sylwia
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Protected DHA units, known as dioxanones, are interesting compound which can be used as the building blocks for synthesis of polyoxygenated natural products. The direct aldol reaction is employed for converting of those inexpensive starting materials into enantioenriched products of complexed structures. The stereocontrol in the first aldol reaction is achieved by using organocatalysis. Second aldol reaction is conducted by lithium enolate chemistry leading to anti–cis–anti aldols as a major isomer. On the other hand boron chemistry provides anti–trans–anti products. This strategy is used for synthesis of higher sugars.
DegreeDoctor of Philosophy (Ph.D.)
CommitteeKraatz, Heinz-Bernhard; Foley, Steven; Palmer, David; Grochulski, Pawel