Total Asymmetric Synthesis of Monosaccharides and Analogues

Authors

  • Inmaculada Robina Department of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, Spain;, Email: robina@us.es
  • Ana T. Carmona Department of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, Spain
  • Antonio J. Moreno-Vargas Department of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, Spain
  • Elena Moreno-Clavijo Department of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, Spain;

DOI:

https://doi.org/10.2533/chimia.2011.85

Keywords:

Aldolase, Allylation, Asymmetric aldol, Chain elongation, Dihydroxylation, Epoxidation, Hetero-diels-alder, Organocatalysis

Abstract

Since the discovery of the 'formose reaction' by Butlerow,[1] total synthesis of carbohydrates has undergone rapid development. The most important methods for the asymmetric synthesis of monosaccharides and analogues of biological importance are presented. Nowadays any natural and non-natural monosaccharide can be prepared pure in both enantiomeric forms starting from inexpensive starting materials. Metal-based asymmetric catalysis and organocatalysis have been successfully applied, alone or in combination with chemoenzymatic methods. Alternative methods rely upon substrate- or reagent- controlled diastereo- and enantioselective reactions. Suitably protected carbohydrates have been prepared by total synthesis, thus allowing their direct use in the preparation of oligosaccharides and analogues.[2]

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Published

2011-02-23

Issue

Section

Scientific Articles

How to Cite

[1]
I. Robina, A. T. Carmona, A. J. Moreno-Vargas, E. Moreno-Clavijo, Chimia 2011, 65, 85, DOI: 10.2533/chimia.2011.85.