Cycloisomerization reaction allylic substitution

Keywords Allylic substitution CH activation Cross-coupling Cycloisomerization Domino reactions Metallation Multicomponent reactions Palladium catalysis... 

Multicomponent sequential transition-metal-catalyzed reactions were accomplished by the group of Muller. Their approach involves cycloisomerizations or combinations of a Heck reaction and an insertion or allylic substitution reaction, yielding an intermediate from which by P-H-elimination an aldehyde is generated, which reacts with an amine to give an imine, which in turn is reduced or otherwise modified. This conceptually challenging approach allows the experimentally remarkably facile generation of a variety of compounds of interest in medicinal chemistry. 

The gold-catalysed intramolecular amination of allylic alcohols with alkylamines has provided substituted pyrrolidine and piperidine derivatives with excellent yields and selectivities (up to 99% yield and 96% ee)." The reaction mechanism was found to be consistent with the net syn addition of the amine relative to the departing hydroxyl group (Scheme 6). The synthesis of functionalized carbazoles through gold-catalysed deacylative cycloisomerization of 3-acylindole/ynes has been reported. ... 

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