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Volumn , Issue 15, 2008, Pages 2467-2475

Rhodium-catalyzed ring-opening reactions of N-Boc-azabenzonor-bornadiene with chiral amine nucleophiles derived from amino acids

Author keywords

Diamines; Diastereoselective; Heterocycles; Rhodium; Ring opening

Indexed keywords

ACIDS; AMINATION; AMINO ACIDS; AROMATIC HYDROCARBONS; NITROGEN; NONMETALS; NUCLEOPHILES; ORGANIC ACIDS; ORGANIC COMPOUNDS; RHODIUM;

EID: 49649093065     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1078596     Document Type: Article
Times cited : (17)

References (68)
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    • Katritzky, A. R, Rees, C. W, Scriven, E. F. V, Eds, Elsevier: Amsterdam
    • Comprehensive Heterocyclic Chemistry, Vol. 2; Katritzky, A. R.; Rees, C. W.; Scriven, E. F. V., Eds.; Elsevier: Amsterdam, 1996.
    • (1996) Comprehensive Heterocyclic Chemistry , vol.2
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    • and references cited therein
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    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 151
    • Westermann, B.1
  • 49
    • 49649119100 scopus 로고    scopus 로고
    • 2-Ferriphos would be required to ensure high enantioselectivity in the catalytic ring-opening reaction.
    • 2-Ferriphos would be required to ensure high enantioselectivity in the catalytic ring-opening reaction.
  • 55
    • 0003625966 scopus 로고
    • Wilkinson, G, Ed, Pergamon Press: London
    • (a) Comprehensive Organometallic Chemistry, Vol. 5; Wilkinson, G., Ed.; Pergamon Press: London, 1982.
    • (1982) Comprehensive Organometallic Chemistry , vol.5
  • 59
    • 49649096709 scopus 로고    scopus 로고
    • 2 and the insoluble precipitate was filtered off again. After removal of all volatile substrates, the corresponding iodide (quantitative yield) was obtained.
    • 2 and the insoluble precipitate was filtered off again. After removal of all volatile substrates, the corresponding iodide (quantitative yield) was obtained.
  • 60
    • 49649101177 scopus 로고    scopus 로고
    • Crystal data for 4: C15H16N2O, M, 240.30, orthorhombic, space group P21212 1, a, 7.3032 (2) Å, b, 12.2966 (6) Å, c, 13.5897 (6) Å, a, 90°, β, 90°, γ, 90°, V, 1220.42 (9) Å3, Z, 4, Dc, 1.308 Mg/m3, μ(Cu-Kα, 0.083 mm-1, F(000, 512 reflections were collected, of which 9593 were considered to be observed with I > 2σI, The structure was determined by direct methods using the SHELXTLTM suite of programs. Hydrogen atoms were placed in calculated positions. Full-matrix least squares refinement based on F2 with anisotropic thermal parameters for the non-hydrogen atoms led to agreement factors R1, 0.0360 and wR2, 0.0887. Crystallographic data for the structure 4 reported in this paper have been deposite
    • 2 with anisotropic thermal parameters for the non-hydrogen atoms led to agreement factors R1 = 0.0360 and wR2 = 0.0887. Crystallographic data for the structure 4 reported in this paper have been deposited at the Cambridge Crystallographic Data Centre as supplementary material No. CCDC-639749. Copies of the data may be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK (fax: +44 1223 33603 or e-mail: deposit@ccdc.cam.ac.uk).
  • 61
    • 49649098294 scopus 로고    scopus 로고
    • Chiral stationary phase columns (Chiralcel AS for 3b and AD for 3b′).
    • Chiral stationary phase columns (Chiralcel AS for 3b and AD for 3b′).
  • 62
    • 49649112753 scopus 로고    scopus 로고
    • Crystal data for 3b: C21H30N 2O3, M, 358.47, monoclinic, space group P2 1, a, 9.4130 (4) Å, b, 19.6173 (12) Å, c, 11.8127 (7) Å, α, 90°, β, 110.225 (3)°, γ, 90°, V, 2046.81 (19) Å3, Z, 4, Dc, 1.163 Mg/m3, μ(Cu-Kα, 0.078 mm-1, F(000, 776 reflections were collected, of which 111510 were considered to be observed with I > 2σI, Full-matrix least squares refinement based on F2 with anisotropic thermal parameters for the nonhydrogen atoms led to agreement factors R1, 0.0491 and wR2, 0.1115. Crystallographic data for the structure 3b reported in this paper have been deposited at the Cambridge Crystallographic Data Centre as supplementary material No. CCDC-639748. Copies of the data may be obtained, free of charg
    • 2 with anisotropic thermal parameters for the nonhydrogen atoms led to agreement factors R1 = 0.0491 and wR2 = 0.1115. Crystallographic data for the structure 3b reported in this paper have been deposited at the Cambridge Crystallographic Data Centre as supplementary material No. CCDC-639748. Copies of the data may be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK (fax: +44 1223 33603 or e-mail: deposit@ccdc.cam.ac.uk).
  • 68
    • 49649108376 scopus 로고    scopus 로고
    • Chiral stationary phase columns (Chiralcel AD for 9).
    • Chiral stationary phase columns (Chiralcel AD for 9).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.