First catalytic asymmetric hydrogenation of quinoxaline-2-carboxylates. Issue 10 (10th March 2016)

• Record Type: Journal Article
• Authors: Maj, Anna M.; Heyte, Svetlana; Araque, Marcia; Dumeignil, Franck; Paul, Sébastien; Suisse, Isabelle; Agbossou-Niedercorn, Francine
• Is Part Of: Tetrahedron. Volume 72:Issue 10(2016)
• Page Start: 1375
• Page End: 1380
• Publication Date: 2016-03-10
• Subjects: Quinoxaline-2-carboxylates -- Asymmetric hydrogenation -- Iridium -- Tetrahydroquinoxaline-2-carboxylates -- Automated development; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.01.033
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: For the first time, the asymmetric hydrogenation of quinoxaline-2-carboxylates was performed successfully. The best catalysts are based on iridium complexes modified by chiral phosphorous ligands. Accelerated examination of ligands and catalysts has been undertaken by using a Chemspeed workstation, which enables carrying out, in parallel, eight independent catalytic reactions at the laboratory scale. Tetrahydroquinoxaline-2-carboxylates could be obtained with high yields and up to 74% ee. Graphical abstract: