949568-49-4Relevant academic research and scientific papers
Iridium-catalyzed asymmetric allylic substitution with aryl zinc reagents
Alexakis, Alexandre,El Hajjaji, Samir,Polet, Damien,Rathgeb, Xavier
, p. 3393 - 3395 (2007)
Thanks to iridium catalysis, arylzinc reagents undergo regioselective allylic substitution with very high enantioselectivity, when associated with phosphoramidite ligands.
Copper-catalyzed asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates
Shintani, Ryo,Takatsu, Keishi,Takeda, Momotaro,Hayashi, Tamio
supporting information; experimental part, p. 8656 - 8659 (2011/11/06)
The asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates catalyzed by a copper/N-heterocyclic carbene complex was developed and the substitution products were obtained with high enantioselectivity (see scheme). To account for the observed influence of the reaction parameters a possible catalytic cycle for this process was proposed. Copyright
Enantioselective iridium-catalyzed allylic arylation
Polet, Damien,Rathgeb, Xavier,Falciola, Caroline A.,Langlois, Jean-Baptiste,El Hajjaji, Samir,Alexakis, Alexandre
supporting information; experimental part, p. 1205 - 1216 (2009/09/06)
We describe herein the development of the first iridium-catalyzed allylic substitution using arylzinc nucleophiles. High enantioselectivities were obtained from the reactions, which used commercially available Grignard reagents as the starting materials. This methodology was also shown to be compatible with halogen/metal exchange reactions. Its synthetic potential is demonstrated by its application towards the formal synthesis of (+)-sertraline.
