Total Asymmetric Synthesis of Monosaccharides and Analogues

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 an...

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Main Authors: Inmaculada Robina, Ana T. Carmona, Antonio J. Moreno-Vargas, Elena Moreno-Clavijo
Format: Article
Language:deu
Published: Swiss Chemical Society 2011-02-01
Series:CHIMIA
Subjects:
Online Access:https://www.chimia.ch/chimia/article/view/4965
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author Inmaculada Robina
Ana T. Carmona
Antonio J. Moreno-Vargas
Elena Moreno-Clavijo
author_facet Inmaculada Robina
Ana T. Carmona
Antonio J. Moreno-Vargas
Elena Moreno-Clavijo
author_sort Inmaculada Robina
collection DOAJ
description 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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spelling doaj.art-fa03de143c9a4d6c802699198311f1c92022-12-21T17:24:44ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242011-02-01651-210.2533/chimia.2011.85Total Asymmetric Synthesis of Monosaccharides and AnaloguesInmaculada Robina0Ana T. Carmona1Antonio J. Moreno-Vargas2Elena Moreno-Clavijo3Department of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, Spain;, Email: robina@us.esDepartment of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, SpainDepartment of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, SpainDepartment of Organic Chemistry Faculty of Chemistry University of Seville, Prof. Garcia González, 1 41012-Seville, Spain; 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] https://www.chimia.ch/chimia/article/view/4965AldolaseAllylationAsymmetric aldolChain elongationDihydroxylationEpoxidation
spellingShingle Inmaculada Robina
Ana T. Carmona
Antonio J. Moreno-Vargas
Elena Moreno-Clavijo
Total Asymmetric Synthesis of Monosaccharides and Analogues
CHIMIA
Aldolase
Allylation
Asymmetric aldol
Chain elongation
Dihydroxylation
Epoxidation
title Total Asymmetric Synthesis of Monosaccharides and Analogues
title_full Total Asymmetric Synthesis of Monosaccharides and Analogues
title_fullStr Total Asymmetric Synthesis of Monosaccharides and Analogues
title_full_unstemmed Total Asymmetric Synthesis of Monosaccharides and Analogues
title_short Total Asymmetric Synthesis of Monosaccharides and Analogues
title_sort total asymmetric synthesis of monosaccharides and analogues
topic Aldolase
Allylation
Asymmetric aldol
Chain elongation
Dihydroxylation
Epoxidation
url https://www.chimia.ch/chimia/article/view/4965
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