On the Enantioselective Phosphoric-Acid-Catalyzed Hantzsch Synthesis of Polyhydroquinolines - Aix-Marseille Université Access content directly
Journal Articles Organic Letters Year : 2021

On the Enantioselective Phosphoric-Acid-Catalyzed Hantzsch Synthesis of Polyhydroquinolines

Abstract

A reinvestigation of a chiral phosphoric-acidcatalyzedfour-component Hantzsch enantioselective synthesis of polyhydroquinolines reported in 2009 is presented. In our hands, when the reaction was performed with fidelity to the original report using a chiral enantiopure phosphoric acid catalyst, no enantioselectivity was observed. Unlike in the original report,enantioselectivity results are backed by baseline separation of the enantiomers by HPLC analyses on chiral stationary phase with UV and chiroptical detection.
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Dates and versions

hal-03285117 , version 1 (13-07-2021)

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Ophélie Quinonero, Clément Lemaitre, Marion Jean, Nicolas Vanthuyne, Christian Roussel, et al.. On the Enantioselective Phosphoric-Acid-Catalyzed Hantzsch Synthesis of Polyhydroquinolines. Organic Letters, 2021, 23 (9), pp.3394-3398. ⟨10.1021/acs.orglett.1c00866⟩. ⟨hal-03285117⟩

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