Catalytic Enantioselective Addition of Organozirconium Reagents to Aldehydes

A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(O(i)Pr)(4), proceeds under mild and convenient conditions, and no premade organometallic reagents are required sinc...

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Detalles Bibliográficos
Autores principales: Solà, Ricard, Veguillas, Marcos, González-Soria, María José, Carter, Nicholas, Fernández-Ibáñez, M. Angeles, Maciá, Beatriz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017622/
https://www.ncbi.nlm.nih.gov/pubmed/29677123
http://dx.doi.org/10.3390/molecules23040961
Descripción
Sumario:A catalytic enantioselective addition reaction of alkylzirconium species to aromatic aldehydes is reported. The reaction, facilitated by a chiral nonracemic diol ligand complex with Ti(O(i)Pr)(4), proceeds under mild and convenient conditions, and no premade organometallic reagents are required since the alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The methodology is compatible with functionalized nucleophiles and a broad range of aromatic aldehydes.