Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C–C Bond Formation

Morifumi Fujita describes the metal-free enantioselective oxidative arylation of alkenes using hypervalent iodine.

The oxidative 1,2-difunctionalization of alkenes with carbon nucleophiles represents a great challenge in synthetic organic chemistry and the development of metal-free reactions capable of efficiently producing complex and functionalized molecules is the object of significant research efforts worldwide. 

The group of Professor Morifumi Fujita from the University of Hyogo (Japan) has recently been working on this problem. In this type of functionalization, alkenes are initially oxidized before getting attacked by the nucleophile, while the oxidation of the carbon nucleophile needs to be avoided. To enhance the reactivity of the alkene towards oxidation, the authors focused their attention on achieving nucleophilic assistance in the oxidation.

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