Achiral Ligands Dramatically Enhance Rate and Enantioselectivity in the Rh/Phosphoramidite-Catalyzed Hydrogenation of α,β-Disubstituted Unsaturated Acids

✍ Scribed by Rob Hoen; Jeroen A. F. Boogers; Heiko Bernsmann; Adriaan J. Minnaard; Auke Meetsma; Theodora D. Tiemersma-Wegman; André H. M. de Vries; Johannes G. de Vries; Ben L. Feringa

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 285 KB
• Volume: 117
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/ange.200500784

✦ Synopsis

In 2000, three research groups demonstrated that the widely held view that chiral bidentate ligands are necessary to achieve high enantioselectivity in rhodium-catalyzed hydrogenations needs revision. Monodentate phosphonites, [1a] phosphites [1b] and phosphoramidites [1c] proved to be highly versatile ligands for this important transformation and afforded excellent enantioselectivities for a broad range of substrates.