Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening - Archive ouverte HAL Access content directly
Journal Articles Journal of Organic Chemistry Year : 2014

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

Abstract

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.
Fichier principal
Vignette du fichier
JOC BETZER - version HAL.pdf (1.24 Mo) Télécharger le fichier
Origin : Files produced by the author(s)
Loading...

Dates and versions

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

Identifiers

Cite

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⟩
281 View
116 Download

Altmetric

Share

Gmail Facebook X LinkedIn More