4.2 Article

Organocatalytic Application of Enamine Intermediate and Hydrogen Bonding Interaction to Dissymmetric Transformation

Journal

CATALYSIS SURVEYS FROM ASIA
Volume 18, Issue 1, Pages 34-49

Publisher

SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s10563-013-9162-7

Keywords

Hydrogen-bonding interaction; Enamine formation; BINOL; Phosphoric acid; Cinchona alkaloid; Proline derivative; Mechanism

Funding

  1. National Natural Science Foundation of China [21062005]
  2. Guizhou University Personnel Research foundation [201122]
  3. Education Ministry Foundation of Guizhou Province [KY (2011) 232]

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Interaction of enamine intermediate of primary or secondary amine with carbonyl compound and formation of hydrogen bonds with electronegative atoms are often responsible to activate a nucleophile or electrophile to enhance enantio- and diastereoselectivity in typical organocatalytic asymmetric transformations. The review lists some suitable applications of enamine intermediate and hydrogen bonding interaction in asymmetric organocatalysis.

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