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Volumn 352, Issue 11-12, 2010, Pages 1967-1982

Asymmetric lithiation of boron trifluoride-activated amino-ferrocenes: An experimental and computational investigation

Author keywords

1,2 diaminocyclohexanes; Aminoferrocenes; Asymmetric synthesis; Boron trifluoride; Lithiation; Planar chiral

Indexed keywords


EID: 77956380772     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.201000306     Document Type: Article
Times cited : (26)

References (83)
  • 3
  • 22
    • 0006258228 scopus 로고
    • For the earliest attempt at enantioselective lithiation of a prochiral ferrocene, see: T. Aratani, T. Gonda, H. Nozaki, Tetrahedron 1970, 5453.
    • (1970) Tetrahedron , vol.5453
    • Aratani, T.1    Gonda, T.2    Nozaki, H.3
  • 42
    • 29844444578 scopus 로고    scopus 로고
    • (Ed.: D. M. Hodgson), Springer, Berlin, Heidelberg, Germany
    • c) J. Clayden, in: Topics in Organometallic Chemistry, Vol.5, (Ed.: D. M. Hodgson), Springer, Berlin, Heidelberg, Germany, 2008, pp 251 - 286
    • (2008) Topics in Organometallic Chemistry , vol.5 , pp. 251-286
    • Clayden, J.1
  • 43
    • 2542498314 scopus 로고    scopus 로고
    • (Ed.: M. Lautens), Georg Thieme-Verlag KG, Stuttgart, Germany
    • d) M. Perseghini, A. Togni, in: Science of Synthesis, Vol.1, (Ed.: M. Lautens), Georg Thieme-Verlag KG, Stuttgart, Germany, 2001, pp 889 - 929.
    • (2001) Science of Synthesis , vol.1 , pp. 889-929
    • Perseghini, M.1    Togni, A.2
  • 60
    • 77956373881 scopus 로고    scopus 로고
    • CCDC 767424 and CCDC 767423 contain crystallographic data for (S)-14b and (S)-14e•HBF4. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • CCDC 767424 and CCDC 767423 contain crystallographic data for (S)-14b and (S)-14e•HBF4. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ data-request/cif.
  • 61
    • 70450206724 scopus 로고    scopus 로고
    • Revision A.1 See the Supporting Information for full citation
    • Gaussian 09, Revision A.1 See the Supporting Information for full citation.
    • Gaussian 09
  • 73
    • 77956363622 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for a full description of the computational procedure used to locate the respective diastereomeric transition states for lithiation. It should be noted that due to the stereochemical complexity of this deprotonation process, it was necessary to compute thirty-two different transition state structures (i.e., 16 for pro-S and 16 for pro-R deprotonation). The energies and coordinate data of these thirtytwo transition states are also found in the Supporting Information.
  • 79
    • 0004011540 scopus 로고    scopus 로고
    • 1st edn., Prentice Hall, Manchester, UK
    • c) P. Popelier, in: Atoms in Molecules, 1st edn., Prentice Hall, Manchester, UK, 2000.
    • (2000) Atoms in Molecules
    • Popelier, P.1
  • 83
    • 77956359496 scopus 로고    scopus 로고
    • See the Supporting Information for 1H and 3C NMR spectra of all compounds
    • See the Supporting Information for 1H and 3C NMR spectra of all compounds.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.