메뉴 건너뛰기




Volumn 73, Issue 9, 2008, Pages 3318-3327

Nonbonded, attractive cation-π interactions in azide-mediated asymmetric ring expansion reactions

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CONFORMATIONS; ETHANOL; KETONES; STEREOSELECTIVITY; SUBSTITUTION REACTIONS;

EID: 43449134368     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800222r     Document Type: Article
Times cited : (28)

References (68)
  • 1
    • 85065852858 scopus 로고
    • The literature of intramolecularity in organic synthesis is vast. Some relevant reviews include: (a) Oppolzer, W
    • The literature of intramolecularity in organic synthesis is vast. Some relevant reviews include: (a) Oppolzer, W. Synthesis 1978, 793-802.
    • (1978) Synthesis , pp. 793-802
  • 10
    • 43449134270 scopus 로고
    • Reviews of disposable tethers in synthetic organic synthesis: a
    • Reviews of disposable tethers in synthetic organic synthesis: (a) Ford, W. T. CHEMTECH 1987, 17, 246-250.
    • (1987) CHEMTECH , vol.17 , pp. 246-250
    • Ford, W.T.1
  • 14
    • 0003157467 scopus 로고    scopus 로고
    • Diederich, F, Stang, P. J, Eds, Wiley-VCH: Weinheim
    • (e) Cox, L. R.; Ley, S. V. In Templated Organic Synthesis; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, 2000; Vol. 1 pp 275-395.
    • (2000) Templated Organic Synthesis , vol.1 , pp. 275-395
    • Cox, L.R.1    Ley, S.V.2
  • 15
    • 0842303854 scopus 로고    scopus 로고
    • Diederich, F, Stang, P. J, Eds, Wiley-VCH: Weinheim
    • (f) Breslow, R. In Templated Organic Synthesis; Diederich, F., Stang, P. J.; Eds., Wiley-VCH: Weinheim, 2000; Vol. 1 pp 159-188.
    • (2000) Templated Organic Synthesis , vol.1 , pp. 159-188
    • Breslow, R.1
  • 18
    • 0001425978 scopus 로고
    • For other examples of in situ tethering in synthesis, see: a
    • For other examples of "in situ" tethering in synthesis, see: (a) Sammakia, T.; Berliner, M. A. J. Org. Chem. 1995, 60, 6652-6653.
    • (1995) J. Org. Chem , vol.60 , pp. 6652-6653
    • Sammakia, T.1    Berliner, M.A.2
  • 26
    • 0030769704 scopus 로고    scopus 로고
    • For asymmetric versions of the hydroxyalkyl azide-mediated Schmidt reaction, see ref 5a and: (a) Vidari, G, Tripolini, M, Novella, P, Allegraucci, P, Garlaschelli, L. Tetrahedron: Asymmetry 1997, 8, 2893-2903
    • For asymmetric versions of the hydroxyalkyl azide-mediated Schmidt reaction, see ref 5a and: (a) Vidari, G.; Tripolini, M.; Novella, P.; Allegraucci, P.; Garlaschelli, L. Tetrahedron: Asymmetry 1997, 8, 2893-2903.
  • 33
    • 43449125788 scopus 로고    scopus 로고
    • An outstanding collection of A values for substituted cyclohexanes can be found in: (a) Eliel, E. L, Wilen, S. H, Mander, L. N. Stereochemistry of Organic Compounds; John Wiley & Sons: New York, 1994, pp 696-697; see also the numerous references cited
    • An outstanding collection of A values for substituted cyclohexanes can be found in: (a) Eliel, E. L.; Wilen, S. H.; Mander, L. N. Stereochemistry of Organic Compounds; John Wiley & Sons: New York, 1994, pp 696-697; see also the numerous references cited.
  • 34
    • 0001183166 scopus 로고
    • For determination of equatorial/axial preferences in substituted 1,3-dioxanes, see: b
    • For determination of equatorial/axial preferences in substituted 1,3-dioxanes, see: (b) Eliel, E. L.; Knoeber, M. C. J. Am. Chem. Soc. 1968, 90, 3444-3458.
    • (1968) J. Am. Chem. Soc , vol.90 , pp. 3444-3458
    • Eliel, E.L.1    Knoeber, M.C.2
  • 37
    • 43449086584 scopus 로고    scopus 로고
    • For literature of cation-π interactions in macromolecular structure and molecular recognition, see:a
    • For literature of cation-π interactions in macromolecular structure and molecular recognition, see:(a) Dougherty, D. A. Science 1996, 271, 163168
    • (1996) Science , vol.271 , pp. 163168
    • Dougherty, D.A.1
  • 43
    • 34548309366 scopus 로고    scopus 로고
    • Cation-π interactions in organic synthesis have been recently reviewed: (a) Yamada, S. Org. Biomol. Chem 2007, 5, 2903-2912.
    • Cation-π interactions in organic synthesis have been recently reviewed: (a) Yamada, S. Org. Biomol. Chem 2007, 5, 2903-2912.
  • 51
    • 4644304800 scopus 로고    scopus 로고
    • For literature in which cation-π interactions play a role in asymmetric catalysis, see: a
    • For literature in which cation-π interactions play a role in asymmetric catalysis, see: (a) Birman, V. B.; Uffman, E. W.; Jiang, H.; Li, X.; Kilbane, C. J. J. Am. Chem. Soc. 2004, 126, 12226-12227.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 12226-12227
    • Birman, V.B.1    Uffman, E.W.2    Jiang, H.3    Li, X.4    Kilbane, C.J.5
  • 57
    • 20944450464 scopus 로고    scopus 로고
    • For recent examples of linear free energy treatments of nonbonded interactions, see: a
    • For recent examples of linear free energy treatments of nonbonded interactions, see: (a) Cockroft, S. L.; Hunter, C. A.; Lawson, K. R.; Perkins, J.; Urch, C. J. J. Am. Chem. Soc. 2005, 127, 8594-8595.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 8594-8595
    • Cockroft, S.L.1    Hunter, C.A.2    Lawson, K.R.3    Perkins, J.4    Urch, C.J.5
  • 63
    • 0003942864 scopus 로고
    • For an excellent discussion of nonadditivity of cyclohexane-centric conformational analysis, see: b, John Wiley & Sons: New York
    • For an excellent discussion of nonadditivity of cyclohexane-centric conformational analysis, see: (b) Eliel, E. L.; Wilen, S. H.; Mander, L. N. Stereochemistry of Organic Compounds; John Wiley & Sons: New York, 1994; pp 695-706.
    • (1994) Stereochemistry of Organic Compounds , pp. 695-706
    • Eliel, E.L.1    Wilen, S.H.2    Mander, L.N.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.