Building Carbohydrates on Dioxanone Scaffold
Date
2009
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
ORCID
Type
Degree Level
Doctoral
Abstract
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.
Description
Keywords
Double Aldol, Dioxanones, Organocatalysis, Carbohydrate Synthesis, Aldol
Citation
Degree
Doctor of Philosophy (Ph.D.)
Department
Chemistry
Program
Chemistry