Malaprade reaction

In organic chemistry, the Malaprade reaction or Malaprade oxidation is a glycol cleavage reaction in which a vicinal diol is oxidized by periodic acid or a periodate salt to give the corresponding carbonyl functional groups.[1] The reaction was first reported by Léon Malaprade in 1928[2][3] and also works with β-aminoalcohols.[4]

  • Malaprade reaction
    Malaprade reaction
  • Malaprade reaction mechanism
    Malaprade reaction mechanism

References
  1. "406. Malaprade Reaction (Malaprade Oxidation)". Comprehensive Organic Name Reactions and Reagents. Wiley. 2010. pp. 1807–1810. doi:10.1002/9780470638859.conrr406.
  2. Dupuis, Gérard (May 2014). "Les alcools" [Alcohols]. Cours de chimie Organique (in French). Lycée Faidherbe de Lille. Les α-glycols subissent une réaction de coupure en présence d'acide périodique HIO4 pour donner des composés carbonylés. Il s'agit de la réaction introduite en 1928 par le chimiste français L. Malaprade et qui porte son nom. [In the presence of periodic acid, HIO4, α-glycols react, cleaving into their component carbonyls. This reaction was introduced in 1928 by the French chemist L. Malaprade, for whom it is named.]
  3. L. Malaprade, Bull. Soc. Chim. France [4] 43, 683 (1928) and Compt. Rend. 186, 382 (1928) [both in French].
  4. Nicolet, Ben H.; Shinn, Leo A. (1939). "The Action of Periodic Acid on α-Amino Alcohols". J. Am. Chem. Soc. 61 (6): 1615. doi:10.1021/ja01875a521.

See also
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