Enantioselective Hydrogenation of Olefins with Iridium-Phosphanodihydrooxazole Catalysts

Andrew P. Lightfoot, Patrick Schnider, Andreas Pfaltz

Angewandte Chemie International Edition · 1998 · 438 citations · 0 references

Concepts

Abstract

High turnover numbers and up to 98% ee were obtained in the catalytic hydrogenation of unfunctionalized aryl-substituted olefins with iridium–phosphanyldihydrooxazole complexes 1 (see reaction scheme). The anion of the complex—for example, hexafluorophosphate or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BARF−)—has a remarkable effect on the reactivity and longevity of the catalyst.