Unlocking the Power of Antimarkovnikov Addition in Organic Synthesis: Applications and Reaction Pathways

antimarkovnikov addition

1) B2H6, THF2) H202, OH-adds on OH to double bonded C (C then becomes single bonded)

Antimarkovnikov addition is a type of organic chemical reaction in which a chemical species, usually a hydroxyl group or a halogen atom, is added to the less-substituted carbon atom of a carbon-carbon double bond, rather than the more-substituted carbon atom. This is the inverse of Markovnikov addition, which involves the addition of a chemical species to the more substituted carbon atom of a carbon-carbon double bond.

Antimarkovnikov additions are typically carried out in the presence of certain catalysts or under certain reaction conditions that facilitate the reaction pathway leading to the less substituted carbon. For example, the use of free radical initiators in the reaction mixture can lead to the formation of a resonance-stabilized intermediate that leads to the less substituted carbon.

Antimarkovnikov additions have found a variety of applications in organic synthesis, particularly in the synthesis of complex organic molecules, natural products, and pharmaceuticals. Some of the most common applications of antimarkovnikov addition reactions include the synthesis of alcohols, ethers, and amines, as well as the functionalization of aromatic compounds.

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