Abstract
For a long time carbohydrates have stood out as a class of compounds very difficult to synthesize due to complexity of configuration and functionality. Delicate chemical operations and separation problems resulted in the so-called “sugarophobia”. But based on the dramatic development of organocatalysis over the last 15 years a large number of complicated carbohydrates is now accessible. Today a big manual of synthetic methods for total synthesis of carbohydrates exists. This pool of synthetic methods provides the tools to create defined and required configurations of hydroxyl groups during the total synthesis of the desired carbohydrates. Due to the nature of carbohydrates different aldol additions are the favoured transformations for the synthetic access to carbohydrates. Especially the extremely fast-growing manual of organo-catalyzed aldol reactions represents a promising tool for direct and biomimetic synthesis to unusual enantiomers of monosaccharides and to deoxy-, branched-, amino-, thio- and carbon-substituted carbohydrates.
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Mahrwald, R. (2015). Total Synthesis of Carbohydrates. In: Modern Organocatalyzed Methods in Carbohydrate Chemistry. SpringerBriefs in Molecular Science. Springer, Cham. https://doi.org/10.1007/978-3-319-17593-5_2
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