Stereoselective hydrogenation

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The stereoselective hydrogenation denotes a stereoselective reaction in organic chemistry , in which a starting material ( starting material ) with hydrogen preferably at a certain Stereosiomer as a product is implemented. If only one stereoisomer is formed, one speaks of a stereospecific hydrogenation.

stereoselective hydrogenation of a double bond
Stereospecific hydrogenation of a double bond, only one possible stereoisomer is formed as a product.

In a non-stereoselective hydrogenation , all four possible stereoisomers are formed as products.

stereoselective hydrogenation of a double bond
Non-stereoselective hydrogenation of a double bond, all four possible stereoisomers are formed.

In the context of stereoselective synthesis , the development of ligands for use in homogeneous catalysis is of great importance. Derivatives of enantiomerically pure natural substances ( amino acids , terpenes , carbohydrates ) are often used as starting materials for the synthesis of enantioselective hydrogenation catalysts .

literature

  • Wolfgang Bergstein, Axel Kleemann , Jürgen Martens: Enantioselective Catalytic Hydrogenation of α-Acetylaminoacrylic Acids . In: Synthesis . tape 1981 , no. 1 , 1981, p. 76-78 , doi : 10.1055 / s-1981-29348 .
  • Hans-Ulrich Blaser: Industrial asymmetric hydrogenation "Made in Switzerland" . In: News from chemistry . tape 58 , no. 9 , September 2010, p. 864-867 , doi : 10.1002 / nadc.201074031 .