Chiral amino-methyl ferrocene derivatives

Details Chiral amino-methyl ferrocene derivatives Chiral amino-methyl ferrocene derivatives

1990-03-08

1992-01-07

Berch, Mark L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen in the nitrogen containing substituent

546 11, 548402, 556144, 556145, C07F 1702

Patent

active

050793594

ABSTRACT:
A ferrocene derivatives represented by the following formula (I): ##STR1## can be a useful ligand to metals with Lewis acidity and is used as a catalyst for asymmetric synthesis with good enantioselectivety. This ferrocene derivatives is synthesized from a novel haloferrocene derivative represented by formula (II) and the haloferrocene derivative is synthesized from a novel ferrocene derivative represented by formula (III).

REFERENCES:
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J. Org. Chem. 1988, vol. 53, "Asymmetric Synthesis Catalyzed by Chiral Ferrocenylphosphine-Transition-Metal Complexes. 5. Palladium-Catalyzed Asymmetric Allylation of Active Methine Compounds ", Tamio Hayashi et al., pp. 113-120 (1988).
Tetrahedron Letters No. 23, "Asymmetric Total Synthesis of Optically Active .alpha.-Curcumene", Kohei Tamao et al., pp. 2155-2156 (1979).
Chemica Scripta, 1975, vol. 7, "The Chemistry of .alpha.-Ferrocenylcarbenium Tetrafluoroborates", Stig Allenmark et al., pp. 97-101 (1975).
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Tetrahedron, vol. 26, "Asymmetric Lithiation of Ferrocenes", T. Aratani et al., pp. 5453-5464.
Liebigs Ann. Chem. 1986, "Chirale .alpha.-Ferrocenylalkylamine", Rudolf Hermann et al., pp. 251-268.
Journal of Amer. Chem. Soc., 92:18, Sept. 9, 1970, "Correlation of Central and Planar Chirality in Ferrocene Derivatives", Dieter marquarding et al., pp. 5389-5393.
"Derivatives of Dicyclopentadienyliron"F. S. Arimoto et al., J.A.C.S. 77, pp. 6295-6297 (1955).

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