Chiral Bis(N‐sulfonylamino)phosphine‐ and TADDOL‐Phosphite‐Oxazoline Ligands: Synthesis and Application in Asymmetric Catalysis
Authors:
- 26 January 2005
- journal article
- research article
- Published by Wiley in Advanced Synthesis & Catalysis
- Vol. 347 (1) , 61-77
Abstract
A series of N,P‐ligands has been prepared, containing a chiral oxazoline ring and as a second chiral unit a bis(N‐sulfonylamino)phosphine group embedded in a diazaphospholidine ring or a cyclic phosphite group derived from TADDOL. These modular ligands are readily synthesized from chiral amino alcohols and chiral 1,2‐diamines or TADDOLs. Palladium and iridium complexes derived from these ligands were found to be efficient catalysts for enantioselective allylic alkylation and olefin hydrogenation, respectively.Keywords
This publication has 26 references indexed in Scilit:
- Screening of Chiral Catalysts and Catalyst Mixtures by Mass Spectrometric Monitoring of Catalytic IntermediatesAngewandte Chemie, 2004
- Screening of Chiral Catalysts and Catalyst Mixtures by Mass Spectrometric Monitoring of Catalytic IntermediatesAngewandte Chemie International Edition, 2004
- Iridium‐Catalyzed Enantioselective Hydrogenation of OlefinsAdvanced Synthesis & Catalysis, 2003
- Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective HydrogenationAdvanced Synthesis & Catalysis, 2002
- Enantioselective hydrogenation of olefins with phosphinooxazoline-iridium catalystsChirality, 2000
- A Practical Method for the Large-Scale Synthesis of Diastereomerically Pure (2R,5S)- 3-Phenyl-2-(8-quinolinoxy)- 1,3-diaza-2-phosphabicyclo-[3.3.0]-octane Ligand (QUIPHOS). Synthesis and X-ray Structure of Its Corresponding Chiral π-Allyl Palladium ComplexThe Journal of Organic Chemistry, 1999
- Catalytic Enantioselective Hydrosilylation of Ketones with Rhodium-Phosphite Complexes Containing a TADDOLate and a Dihydrooxazole UnitHelvetica Chimica Acta, 1999
- A Practical and Efficient Synthesis of Enantiomerically Pure Di-tert-butyl-ethanediamineSynthesis, 1999
- Enantio- and regiocontrol in palladium- and tungsten-catalyzed allylic substitutionsPure and Applied Chemistry, 1998
- Chirale Phosphinoaryldihydrooxazole als Liganden in der asymmetrischen Katalyse: Pd‐katalysierte allylische SubstitutionAngewandte Chemie, 1993