메뉴 건너뛰기




Volumn 119, Issue 24, 1997, Pages 5701-5705

Determination of absolute configurations of N-Formyl-3,3',4,4'- tetrahydrospiro[naphthalene-1(2h),2'(1'h)-pyridine] (2) and N-Formyl-3',4'- dihydrospiro[indan-1,2'(1'h)-pyridine] (3) by analysis of circular dichroism spectra. A case of two compounds with similar configuration but nearly mirror image CD spectra

Author keywords

[No Author keywords available]

Indexed keywords

PYRIDINE DERIVATIVE;

EID: 0030762052     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9635995     Document Type: Article
Times cited : (15)

References (42)
  • 7
    • 0038584673 scopus 로고
    • 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.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 2-7
    • Cabri, W.1    Candiani, I.2
  • 8
    • 33748647785 scopus 로고
    • 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.
    • (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 2379-2411
    • De Meijere, A.1    Meyer, F.E.2
  • 9
    • 7044235861 scopus 로고    scopus 로고
    • 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.
    • (1996) Chem. Rev. , vol.96 , pp. 365-393
    • Negishi, E.-I.1    Copéret, C.2    Ma, S.3    Liou, S.-Y.4    Liu, F.5
  • 10
    • 0000463815 scopus 로고    scopus 로고
    • 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.
    • (1996) Chem. Rev. , vol.96 , pp. 635-662
    • Ojima, I.1    Tzamarioudaki, M.2    Li, Z.3    Donovan, R.J.4
  • 11
    • 84942221470 scopus 로고
    • 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.
    • (1994) Pure Appl. Chem. , vol.66 , pp. 1423-1430
    • Overman, L.E.1
  • 12
    • 0000385250 scopus 로고
    • 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.
    • (1994) Nachr. Chem. Tech. Lab. , vol.42 , pp. 270-276
    • Schmalz, H.G.1
  • 14
    • 0025058856 scopus 로고
    • 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
    • (1990) J. Chromatogr. , vol.498 , pp. 257-280
    • Isaksson, R.1    Erlandsson, P.2    Hansson, L.3    Holmberg, A.4    Berner, S.5
  • 16
    • 1842306352 scopus 로고    scopus 로고
    • Developed and prepared by Prof. W. A. König, Institut für Organische Chemie, Universität Hamburg, D-201 46 Hamburg, Germany
    • Developed and prepared by Prof. W. A. König, Institut für Organische Chemie, Universität Hamburg, D-201 46 Hamburg, Germany.
  • 27
    • 1842360285 scopus 로고
    • Nakanishi, K., Berova, N., and Woody, R. B., Eds.; VCH Publishers: New York
    • Sandström, J. In Circular Dichroism: Interpretation and Applications Nakanishi, K., Berova, N., and Woody, R. B., Eds.; VCH Publishers: New York, 1994; pp 443-472.
    • (1994) Circular Dichroism: Interpretation and Applications , pp. 443-472
    • Sandström, J.1
  • 28
    • 1842356448 scopus 로고    scopus 로고
    • The program is available from Instar Software, IDEON Research Park, S-223 70 Lund, Sweden
    • The program is available from Instar Software, IDEON Research Park, S-223 70 Lund, Sweden.
  • 29
    • 0004151408 scopus 로고
    • ACS Monograph 177, American Chemical Society: Washington, D.C.
    • (a) Burkert, U.; Allinger, N. L. Molecular Mechanics; ACS Monograph 177, American Chemical Society: Washington, D.C. 1982.
    • (1982) Molecular Mechanics
    • Burkert, U.1    Allinger, N.L.2
  • 30
    • 1842311100 scopus 로고    scopus 로고
    • 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)
    • (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).
  • 40
    • 84981828672 scopus 로고
    • 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.
    • (1966) Angew. Chem., Int. Ed. Engl. , vol.5 , pp. 385-415
    • Cahn, R.S.1    Ingold, C.K.2    Prelog, V.3
  • 41
    • 0020169638 scopus 로고
    • 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.
    • (1982) Angew. Chem., Int. Ed. Engl. , vol.21 , pp. 567-583
    • Prelog, V.1    Helmchen, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.