Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2014

Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening

Résumé

Phosphoric acids with planar chiral paracyclophane scaffolds have been prepared in optically pure form starting from 1,8-dibromobiphenylene, by means of a chiral phosphorodiamidate as the phosphorylating agent. Structural characterization and configurational assignment have been performed by X-ray diffraction studies. The acids promote the organocatalytic enantioselective H-transfer reduction of α-arylquinolines with up to 90% enantiomeric excess.

Domaines

Chimie organique
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Dates et versions

hal-02152303 , version 1 (20-09-2019)

Identifiants

Citer

Kevin Isaac, Jérémy Stemper, Vincent Servajean, Pascal ́ Retailleau, Julien Pastor, et al.. Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening. Journal of Organic Chemistry, 2014, 79 (20), pp.9639-9646. ⟨10.1021/jo501769t⟩. ⟨hal-02152303⟩
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