Iridium-Catalyzed Asymmetric Hydrogenation of Olefins
Top Cited Papers
- 3 August 2007
- journal article
- review article
- Published by American Chemical Society (ACS) in Accounts of Chemical Research
- Vol. 40 (12), 1402-1411
- https://doi.org/10.1021/ar700113g
Abstract
Asymmetric hydrogenation is one of the most important catalytic methods for the preparation of optically active compounds. For a long time the range of olefins that could be hydrogenated with high enantiomeric excess was limited to substrates bearing a coordinating group next to the CC bond. We have found a new class of catalysts, iridium complexes with chiral P, N ligands, that overcome these limitations. For a wide range of unfunctionalized olefins, excellent enantioselectivities could be achieved. Because these catalysts do not require the presence of any particular functional group in the substrate, they considerably broaden the scope of asymmetric hydrogenation. In addition, promising results were also obtained with certain functionalized alkenes, furans, and benzofurans.Keywords
This publication has 55 references indexed in Scilit:
- Asymmetric Hydrogenation of Enol Phosphinates by Iridium Catalysts Having N,P LigandsOrganic Letters, 2007
- Well-Defined Chiral Spiro Iridium/Phosphine−Oxazoline Cationic Complexes for Highly Enantioselective Hydrogenation of Imines at Ambient PressureJournal of the American Chemical Society, 2006
- Catalytic Asymmetric Hydrogenation of N-Iminopyridinium Ylides: Expedient Approach to Enantioenriched Substituted Piperidine DerivativesJournal of the American Chemical Society, 2005
- Asymmetric Catalysis: Science and Opportunities (Nobel Lecture) Copyright© The Nobel Foundation 2002. We thank the Nobel Foundation, Stockholm, for permission to print this lecture.Angewandte Chemie International Edition, 2002
- Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective HydrogenationAdvanced Synthesis & Catalysis, 2002
- Enantioselective hydrogenation of olefins with phosphinooxazoline-iridium catalystsChirality, 2000
- Asymmetric Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with a Cationic Zirconocene CatalystJournal of the American Chemical Society, 1999
- Enantioselective Hydrogenation of Olefins with Iridium-Phosphanodihydrooxazole CatalystsAngewandte Chemie International Edition, 1998
- Asymmetric hydrogenation of unfunctionalized trisubstituted olefins with a chiral titanocene catalystJournal of the American Chemical Society, 1993
- Dihydrido olefin and solvento complexes of iridium and the mechanisms of olefin hydrogenation and alkane dehydrogenationJournal of the American Chemical Society, 1982