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Metal Complexes versus Organocatalysts in Asymmetric 1,3-Dipolar Cycloadditions

Journal

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
Volume 21, Issue 3, Pages 377-412

Publisher

SOC BRASILEIRA QUIMICA
DOI: 10.1590/S0103-50532010000300002

Keywords

asymmetric catalysis; cycloadditions; Lewis acids; organocatalysts

Funding

  1. DGES of the Spanish Ministerio de Educacion y Ciencia (MEC) [SD2007-00006, CTQ2007-62771/BQU, CTQ2007-65218/BQU, PHB2008-0037-PC]
  2. Generalitat Valenciana [PROMETEO/2009/039]
  3. University of Alicante [GITE9020]

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In this review, a comparison between the Lewis acid catalysed and organocatalysed 1,3-dipolar cycloaddition is presented with special focus on the enantioselective synthesis of five-membered hetero- or carbocyclic systems, is described. These reactions exhibit very interesting features, but the most important one is the generation of up to four stereogenic centres in only one reaction step.

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