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2015 | 2 | 1 |

Article title

Solvent-controlled diastereoselectivity in
tryptophan-catalyzed Mannich reactions


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Solvent effects in the L-tryptophan-catalyzed
Mannich reaction between hydroxyacetone and
glyoxylate imines have been examined. The use of a
DMSO/1-butanol (4:1 v/v) mixture as solvent at rt provided
the expected Mannich adducts in good yields, high
anti-diastereoselectivity (up to 10.3:1 anti/syn ratio) and
excellent enantioselectivities (up to >99.9% ee for the anti







Physical description


12 - 6 - 2015
16 - 11 - 2014
28 - 10 - 2014


  • Departament de Química Orgànica,
    Universitat de Barcelona, Facultat de Química, C. Martí i Franquès
    1-11, 08028-Barcelona, Catalonia, Spain
  • Departament de Química Orgànica,
    Universitat de Barcelona, Facultat de Química, C. Martí i Franquès
    1-11, 08028-Barcelona, Catalonia, Spain
  • Departament de Química Orgànica,
    Universitat de Barcelona, Facultat de Química, C. Martí i Franquès
    1-11, 08028-Barcelona, Catalonia, Spain


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