Abstract
A novel approach to the synthesis of optically active 1,2-bifunctional ferrocenes of high optical purity with any combination of absolute configurations of the chiral center and the chiral plane has been proposed. The method is based on asymmetric cyclopalladation of racemic α-dimethylaminoethylferrocene under the conditions of its kinetic resolution.
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M. Watanabe, S. Azaki, Y. Butsugan, and M. Uemura,J. Org. Chem., 1991,56, 2218.
D. Marquarding, H. Klusacek, G. Gokel, P. Hoffmann, and I. Ugi,J. Am. Chem. Soc., 1970,92, 5389.
L. E. Battelle, R. Bau, G. Gokel, and I. Ugi,J. Am. Chem. Soc., 1973,95, 482.
V. I. Sokolov, L. L. Troitskaya, and O. A. Reutov,J. Organomet. Chem., 1977,133, C28.
T. Hayashi, T. Mise, M. Fukushima, M. Kagotomi, N. Nagashima, and Y. Hamada,Bull. Chem. Soc. Jpn., 1980,53, 1132.
V. I. Sokolov, L. L. Troitskaya, and O. A. Reutov,J. Organomet. Chem., 1979,182, 537.
V. I. Sokolov, L. L. Troitskaya, and O. A. Reutov,J. Organomet. Chem., 1980,202, C58.
V. I. Sokolov, L. L. Troitskaya, and O. A. Reutov,Dokl. Akad. Nauk SSSR, 1977,236, 371 [Dokl. Chem., 1977,236 (Engl. Transl.)].
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1315–1321, July, 1994.
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Troitskaya, L.L., Bulygina, L.A. & Sokolov, V.I. Synthesis of diastereomeric 1,2-disubstituted ferrocenes of high optical purity from racemic α-dimethylaminoalkylferrocenes. Russ Chem Bull 43, 1253–1259 (1994). https://doi.org/10.1007/BF00698255
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DOI: https://doi.org/10.1007/BF00698255