Synthesis of Solution-Phase Phosphoramidite and Phosphite Ligand Libraries and Their In Situ Screening in the Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids
- 13 April 2007
- journal article
- Published by American Chemical Society (ACS) in Journal of Combinatorial Chemistry
- Vol. 9 (3), 407-414
- https://doi.org/10.1021/cc060161k
Abstract
Herein, we report the automated parallel synthesis of solution-phase libraries of phosphoramidite ligands for the development of enantioselective catalysts. The ligand libraries are screened in situ in the asymmetric rhodium-catalyzed addition of arylboronic acids to aldehydes and imines. It is shown that the described methodology results in the straightforward discovery of leads for highly efficient enantioselective catalysts.Keywords
This publication has 51 references indexed in Scilit:
- Remarkably Efficient Enantioselective Titanium(IV)−(R)-H8-BINOLate Catalyst for Arylations to Aldehydes by Triaryl(tetrahydrofuran)aluminum ReagentsJournal of the American Chemical Society, 2006
- Template-induced formation of heterobidentate ligands and their application in the asymmetric hydroformylation of styreneChemical Communications, 2006
- Supramolecular Approaches to Generate Libraries of Chelating Bidentate Ligands for Homogeneous CatalysisAngewandte Chemie-International Edition, 2005
- Synthesis and application in asymmetric C–C bond formation of solution phase ligand libraries of monodentate phosphoramiditesOrganic & Biomolecular Chemistry, 2004
- Discovery of a New Efficient Chiral Ligand for Copper-Catalyzed Enantioselective Michael Additions by High-Throughput Screening of a Parallel LibraryAngewandte Chemie-International Edition, 2000
- Rhodium-Catalyzed Addition of Organoboronic Acids to AldehydesAngewandte Chemie-International Edition, 1998
- Parallel Synthesis of Aminomethylphosphine LigandsJournal of Combinatorial Chemistry, 1998
- Investigation of a New Family of Chiral Ligands for Enantioselective Catalysis via Parallel Synthesis and High-Throughput ScreeningThe Journal of Organic Chemistry, 1998
- A General Solid-Phase Synthesis Strategy for the Preparation of 2-Pyrrolidinemethanol LigandsThe Journal of Organic Chemistry, 1995
- Palladium-Catalyzed Cross-Coupling Reactions of Organoboron CompoundsChemical Reviews, 1995