Asymmetric Suzuki–Miyaura Coupling in Water with a Chiral Palladium Catalyst Supported on an Amphiphilic Resin
- 24 March 2009
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 48 (15) , 2708-2710
- https://doi.org/10.1002/anie.200900469
Abstract
You oughta use water: Broad functional-group (FG) tolerance was observed for the title coupling of aryl halides (X=Cl, Br, I) and aryl boronic acids to give biaryl compounds with up to 94 % ee. The chiral imidazoindole phosphine–palladium catalyst supported on an amphiphilic polystyrene–poly(ethylene glycol) (PS–PEG) resin could be recycled readily.Keywords
This publication has 21 references indexed in Scilit:
- C2-Symmetric Bis-Hydrazones as Ligands in the Asymmetric Suzuki−Miyaura Cross-CouplingJournal of the American Chemical Society, 2008
- Efficient Synthesis of Chiral 1,1′-Binaphthalenes by the Asymmetric Suzuki–Miyaura Reaction: Dramatic Synthetic Improvement by Simple Purification of Naphthylboronic AcidsChemistry – A European Journal, 2006
- Atroposelective Synthesis of Axially Chiral Biaryl CompoundsAngewandte Chemie International Edition in English, 2005
- Atropselektive Synthese axial‐chiraler BiaryleAngewandte Chemie, 2005
- A Catalytic Asymmetric Suzuki Coupling for the Synthesis of Axially Chiral Biaryl CompoundsJournal of the American Chemical Society, 2000
- The first asymmetric Suzuki cross-coupling reactionChemical Communications, 2000
- The asymmetric synthesis of cyclopentane derivatives by palladium-catalyzed coupling of prochiral alkylboron compoundsTetrahedron: Asymmetry, 1998
- Catalytic asymmetric synthesis of axially chiral biaryls by palladium-catalyzed enantioposition-selective cross-coupling.Journal of the American Chemical Society, 1995
- Catalytic asymmetric induction of planar chirality by palladium-catalyzed asymmetric cross-coupling of a meso (arene)chromium complexTetrahedron Letters, 1993
- Asymmetric synthesis catalyzed by chiral ferrocenylphosphine-transition-metal complexes. 6. Practical asymmetric synthesis of 1,1'-binaphthyls via asymmetric cross-coupling with a chiral [(alkoxyalkyl)ferrocenyl]monophosphine/nickel catalystJournal of the American Chemical Society, 1988