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Recent Advances in the Chemistry of Aminocyclitols

  1. Antonio Delgado1,2

Article first published online: 30 MAY 2008

DOI: 10.1002/ejoc.200800238

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2008, Issue 23, pages 3893–3906, August 2008

Additional Information

How to Cite

Delgado, A. (2008), Recent Advances in the Chemistry of Aminocyclitols. European Journal of Organic Chemistry, 2008: 3893–3906. doi: 10.1002/ejoc.200800238

Author Information

  1. 1

    Research Unit on BioActive Molecules (RUBAM), Departament de Química Orgànica Biològica, Institut d'Investigacions Químiques i Ambientals de Barcelona (IIQAB–C.S.I.C), Jordi Girona 18–26, 08034 Barcelona, Spain

  2. 2

    Universitat de Barcelona, Facultat de Farmàcia, Unitat de Química Farmacèutica (Unitat Associada al CSIC), Avgda. Juan XXIII, s/n, 08028 Barcelona, Spain

Publication History

  1. Issue published online: 29 JUL 2008
  2. Article first published online: 30 MAY 2008
  3. Manuscript Received: 3 MAR 2008

Funded by

  • Ministerio de Ciencia y Tecnología (MCYT). Grant Number: CTQ2005-00175/BQU
  • Fondos Feder (EU)
  • Ministerio de Sanidad y Consumo. Grant Number: PIO40767
  • Generalitat de Catalunya. Grant Number: 2005SGR05-01063

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Keywords:

  • Aminocyclitols;
  • Cyclitols;
  • Natural products;
  • Synthetic methodology;
  • Stereocontrol;
  • Disatereoselectivity;
  • Functional group interconversion

Graphical Abstract

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An update of the most relevant literature methods for the synthesis of aminocyclitols is presented. The material is organized according to the methodologies used for the construction of the aminocyclitol framework.

Abstract

Aminocyclitols are a group of natural products with remarkable biological activities. Over the last years, significant efforts have been made to develop synthetic methodologies directed not only towards their total synthesis but also towards the design of structural analogues with improved or novel biological properties. The aim of this review is to provide the reader with a concise update of the most relevant methods for the synthesis of aminocyclitols described in the literature. The review is organized according to the methodologies used for the construction of the aminocyclitol framework. These methodologies include chemoenzymatic approaches, intramolecular cyclizations, reactions of cyclitol derivatives with nitrogen nucleophiles, and rearrangement reactions.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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