Cargando…

Iridium-catalyzed enantioselective olefinic C(sp(2))–H allylic alkylation

The first iridium-catalyzed enantioselective olefinic C(sp(2))–H allylic alkylation is developed in cooperation with Lewis base catalysis. This reaction, catalyzed by cinchonidine and an in situ generated cyclometalated Ir(i)/phosphoramidite complex, makes use of the latent enolate character of an α...

Descripción completa

Detalles Bibliográficos
Autores principales: Sarkar, Rahul, Mukherjee, Santanu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179414/
https://www.ncbi.nlm.nih.gov/pubmed/34164076
http://dx.doi.org/10.1039/d0sc06208a
Descripción
Sumario:The first iridium-catalyzed enantioselective olefinic C(sp(2))–H allylic alkylation is developed in cooperation with Lewis base catalysis. This reaction, catalyzed by cinchonidine and an in situ generated cyclometalated Ir(i)/phosphoramidite complex, makes use of the latent enolate character of an α,β-unsaturated carbonyl compound, namely coumalate ester, to introduce an allyl group at its α-position in a branched-selective manner in moderate to good yield with good to excellent enantioselectivities (up to 98 : 2 er).