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Several successful intramolecular arylations leading to compounds with asymmetric quaternary carbon atoms have also recently been reported, (a) Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (b) de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411. (c) Negishi, E.-i.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662. (e) Overman, L. E. Pure Appl. Chem. 1994, 66, 1423-1430. (f) Schmalz, H. -G. Nachr. Chem. Tech. Lab. 1994, 42, 270-276.
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Several successful intramolecular arylations leading to compounds with asymmetric quaternary carbon atoms have also recently been reported, (a) Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (b) de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411. (c) Negishi, E.-i.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662. (e) Overman, L. E. Pure Appl. Chem. 1994, 66, 1423-1430. (f) Schmalz, H. -G. Nachr. Chem. Tech. Lab. 1994, 42, 270-276.
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Meyer, F.E.2
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9
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Several successful intramolecular arylations leading to compounds with asymmetric quaternary carbon atoms have also recently been reported, (a) Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (b) de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411. (c) Negishi, E.-i.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662. (e) Overman, L. E. Pure Appl. Chem. 1994, 66, 1423-1430. (f) Schmalz, H. -G. Nachr. Chem. Tech. Lab. 1994, 42, 270-276.
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Negishi, E.-I.1
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Liu, F.5
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0000463815
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Several successful intramolecular arylations leading to compounds with asymmetric quaternary carbon atoms have also recently been reported, (a) Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (b) de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411. (c) Negishi, E.-i.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662. (e) Overman, L. E. Pure Appl. Chem. 1994, 66, 1423-1430. (f) Schmalz, H. -G. Nachr. Chem. Tech. Lab. 1994, 42, 270-276.
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Ojima, I.1
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Several successful intramolecular arylations leading to compounds with asymmetric quaternary carbon atoms have also recently been reported, (a) Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (b) de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411. (c) Negishi, E.-i.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662. (e) Overman, L. E. Pure Appl. Chem. 1994, 66, 1423-1430. (f) Schmalz, H. -G. Nachr. Chem. Tech. Lab. 1994, 42, 270-276.
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Overman, L.E.1
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Several successful intramolecular arylations leading to compounds with asymmetric quaternary carbon atoms have also recently been reported, (a) Cabri, W; Candiani, I. Acc. Chem. Res. 1995, 28, 2-7. (b) de Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379-2411. (c) Negishi, E.-i.; Copéret, C.; Ma, S.; Liou, S.-Y.; Liu, F. Chem. Rev. 1996, 96, 365-393. (d) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635-662. (e) Overman, L. E. Pure Appl. Chem. 1994, 66, 1423-1430. (f) Schmalz, H. -G. Nachr. Chem. Tech. Lab. 1994, 42, 270-276.
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0025058856
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TAC = swollen microcrystalline triacetylcellulose. Packed and provided by Dr Roland Isaksson, Department of Analytical Pharmaceutical Chemistry, Box 574, Uppsala University, BMC, 751 23 Uppsala, Sweden. See: Isaksson R.; Erlandsson P.; Hansson L.; Holmberg A.; Berner S. J. Chromatogr. 1990, 498, 257-280
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Developed and prepared by Prof. W. A. König, Institut für Organische Chemie, Universität Hamburg, D-201 46 Hamburg, Germany
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Developed and prepared by Prof. W. A. König, Institut für Organische Chemie, Universität Hamburg, D-201 46 Hamburg, Germany.
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The program is available from Instar Software, IDEON Research Park, S-223 70 Lund, Sweden
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The program is available from Instar Software, IDEON Research Park, S-223 70 Lund, Sweden.
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(b) The program is available from the Quantum Chemistry Program Exchange (University of Indiana, Bloomington, IN 47405) and from Molecular Design Ltd. (San Leandro, CA 94577).
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2 groups attached to the spiro atom switch priorities in the Cahn-Ingold-Prelog sequence rules between the two compounds. (a) Cahn, R. S.; Ingold, C. K.; Prelog, V. Angew. Chem., Int. Ed. Engl. 1966, 5, 385-415 (b) Prelog, V.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1982, 21, 567-583.
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