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Please login to access the full content or check if you have access via7.6.11.2.5 Variation 5: Nickel-Catalyzed Enantioselective Coupling of Grignard Reagents with Aryl Compounds
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DOI:
10.1055/sos-SD-007-00562
Takahashi, T.; Liu, Y., Science of Synthesis, (2004) 7, 602.
For the coupling reaction of 2-methyl-1-naphthylmagnesium bromide with 1-bromo-2-methylnaphthalene to give 2,2′-dimethyl-1,1-binaphthyl (13), nickel catalysts with monodentate phosphine ligands are more active than those with bidentate ligands. When (S)-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethyl methyl ether (14) is used as the ligand at −15°C for 92 hours, (R)-13 is obtained in 69% yield with an improved enantiomeric excess of 95% (Scheme 10).[56]
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References
| [56] | Meeeeee, M.; Meeeeeeeeee, M.; Meeee, M.; Mee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
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