Planar chiral phosphoric acids with biphenylene-tethered paracyclophane scaffolds: synthesis, characterization, and catalytic screening

The Journal of Organic Chemistry
Kevin IsaacAngela Marinetti

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.

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Citations

Feb 24, 2017·Organic & Biomolecular Chemistry·Ana Maria Faísca Phillips, Armando J L Pombeiro
Aug 30, 2019·Topics in Current Chemistry·Gui-Chun FangXin-Yuan Liu
Apr 10, 2019·Chemical Reviews·Isravel MuthukrishnanJ Carlos Menéndez

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