메뉴 건너뛰기




Volumn 2014, Issue 6, 2014, Pages 1202-1211

Molecular design exploiting a fluorine gauche effect as a stereoelectronic trigger

Author keywords

Asymmetric catalysis; Chiral resolution; Conformation analysis; Host guest systems; Kinetics

Indexed keywords


EID: 84893856467     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201301730     Document Type: Article
Times cited : (35)

References (78)
  • 1
    • 0025763437 scopus 로고
    • J. R. Knowles, Nature 1991, 350, 121-124.
    • (1991) Nature , vol.350 , pp. 121-124
    • Knowles, J.R.1
  • 3
    • 84856752517 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2011, 50, 11860-11871
    • L. E. Zimmer, C. Sparr, R. Gilmour, Angew. Chem. 2011, 123, 12062-12064; Angew. Chem. Int. Ed. 2011, 50, 11860-11871.
    • (2011) Angew. Chem. , vol.123 , pp. 12062-12064
    • Zimmer, L.E.1    Sparr, C.2    Gilmour, R.3
  • 6
    • 79960757952 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 6520-6523
    • C. Sparr, R. Gilmour, Angew. Chem. 2010, 122, 6670-6673; Angew. Chem. Int. Ed. 2010, 49, 6520-6523.
    • (2010) Angew. Chem. , vol.122 , pp. 6670-6673
    • Sparr, C.1    Gilmour, R.2
  • 16
    • 76749091475 scopus 로고    scopus 로고
    • For a recent theoretical treatment, see:, and references cited therein
    • For a recent theoretical treatment, see:, D. Y. Buissonneaud, T. van Mourik, D. O'Hagan, Tetrahedron 2010, 66, 2196-2202, and references cited therein
    • (2010) Tetrahedron , vol.66 , pp. 2196-2202
    • Buissonneaud, D.Y.1    Van Mourik, T.2    O'Hagan, D.3
  • 18
    • 38149016915 scopus 로고    scopus 로고
    • For an excellent review, see
    • For an excellent review, see:, D. O'Hagan, Chem. Soc. Rev. 2008, 37, 308-319.
    • (2008) Chem. Soc. Rev. , vol.37 , pp. 308-319
    • O'Hagan, D.1
  • 20
    • 0000913633 scopus 로고
    • Angew. Chem. Int. Ed. Engl. 1969, 8, 981
    • W. Steglich, G. Höfle, Angew. Chem. 1969, 81, 1001; Angew. Chem. Int. Ed. Engl. 1969, 8, 981.
    • (1969) Angew. Chem. , vol.81 , pp. 1001
    • Steglich, W.1    Höfle, G.2
  • 22
    • 84893866110 scopus 로고    scopus 로고
    • For excellent reviews, see
    • For excellent reviews, see
  • 23
    • 38349156051 scopus 로고    scopus 로고
    • R. P. Wurz, Chem. Rev. 2007, 107, 5570-5595.
    • (2007) Chem. Rev. , vol.107 , pp. 5570-5595
    • Wurz, R.P.1
  • 25
    • 84893877102 scopus 로고    scopus 로고
    • For selected examples, see
    • For selected examples, see
  • 35
    • 8444241193 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 5436-5441
    • A. C. Spivey, S. Arseniyadis, Angew. Chem. 2004, 116, 5552; Angew. Chem. Int. Ed. 2004, 43, 5436-5441.
    • (2004) Angew. Chem. , vol.116 , pp. 5552
    • Spivey, A.C.1    Arseniyadis, S.2
  • 43
    • 0000157513 scopus 로고    scopus 로고
    • For a review of palladium-catalysed amination, see
    • For a review of palladium-catalysed amination, see:, A. R. Murci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131-209.
    • (2002) Top. Curr. Chem. , vol.219 , pp. 131-209
    • Murci, A.R.1    Buchwald, S.L.2
  • 45
    • 84961981212 scopus 로고    scopus 로고
    • For elegant structural analyses of N-acetylated 4-(dimethylamino)pyridine (DMAP) salts, see
    • For elegant structural analyses of N-acetylated 4-(dimethylamino)pyridine (DMAP) salts, see:, V. Lutz, J. Glatthaar, C. Würtele, M. Serafin, H. Hausmann, P. R. Schreiner, Chem. Eur. J. 2009, 15, 8548-8557.
    • (2009) Chem. Eur. J. , vol.15 , pp. 8548-8557
    • Lutz, V.1    Glatthaar, J.2    Würtele, C.3    Serafin, M.4    Hausmann, H.5    Schreiner, P.R.6
  • 46
    • 84893835224 scopus 로고    scopus 로고
    • Crystallographic data for 28 and 4. CCDC-932515 contains the supplementary crystallographic data for 28 (protonated) and 4 (nonprotonated). Note that there are an equivalent number of neutral molecules in the crystal. Protonated and neutral molecules are randomly distributed over the two positions. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • Crystallographic data for 28 and 4. CCDC-932515 contains the supplementary crystallographic data for 28 (protonated) and 4 (nonprotonated). Note that there are an equivalent number of neutral molecules in the crystal. Protonated and neutral molecules are randomly distributed over the two positions. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 47
    • 84893835988 scopus 로고    scopus 로고
    • Crystallographic data for 29 and 5. CCDC-932514 contains the supplementary crystallographic data. The X-ray structure of the neutral compound 5 containing only synclinal-endo is also available (CCDC-932513). These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • Crystallographic data for 29 and 5. CCDC-932514 contains the supplementary crystallographic data. The X-ray structure of the neutral compound 5 containing only synclinal-endo is also available (CCDC-932513). These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 48
    • 84893834876 scopus 로고    scopus 로고
    • Crystallographic data for 30. CCDC-933502 contains the supplementary crystallographic data. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • Crystallographic data for 30. CCDC-933502 contains the supplementary crystallographic data. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 49
    • 84893858876 scopus 로고    scopus 로고
    • Crystallographic data for 31. CCDC-932516 contains the supplementary crystallographic data. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • Crystallographic data for 31. CCDC-932516 contains the supplementary crystallographic data. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 50
    • 84893870213 scopus 로고    scopus 로고
    • Crystallographic data for 8. CCDC-932512 contains the supplementary crystallographic data. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • Crystallographic data for 8. CCDC-932512 contains the supplementary crystallographic data. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 57
    • 84555167067 scopus 로고    scopus 로고
    • 123, Angew. Chem. Int. Ed. 2011, 6470-6505
    • H. Mayr, M. Breugst, A. R. Ofial, Angew. Chem. 2011, 123, 6598-6634; Angew. Chem. Int. Ed. 2011, 50, 6470-6505.
    • (2011) Angew. Chem. , vol.50 , pp. 6598-6634
    • Mayr, H.1    Breugst, M.2    Ofial, A.R.3
  • 62
    • 84893842183 scopus 로고    scopus 로고
    • Full experimental details are provided in the Supporting Information
    • Full experimental details are provided in the Supporting Information.
  • 64
    • 11344274827 scopus 로고    scopus 로고
    • Gaussian, Inc., Wallingford, CT
    • M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, Ö. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komáromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, revision E.01, Gaussian, Inc., Wallingford, CT, 2004.
    • (2004) Gaussian 03, Revision E.01
    • Frisch, M.J.1    Trucks, G.W.2    Schlegel, H.B.3    Scuseria, G.E.4    Robb, M.A.5    Cheeseman, J.R.6    Montgomery Jr., J.A.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.