메뉴 건너뛰기




Volumn 5, Issue 21, 2003, Pages 3983-3986

Versatile Route to centro-Substituted Triquinacene Derivatives: Synthesis of 10-Phenyltriquinacene

Author keywords

[No Author keywords available]

Indexed keywords

10 PHENYLTRIQUINACENE; ALKENE DERIVATIVE; BROMINE DERIVATIVE; CHEMICAL COMPOUND; CHLOROTRIMETHYLSILANE; ETHER DERIVATIVE; KETONE DERIVATIVE; ORGANIC COMPOUND; ORGANOCUPRATE; PHENYLMAGNESIUM BROMIDE; TRIMETHYLSILYL ENOL ETHER; UNCLASSIFIED DRUG;

EID: 0242543435     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035546f     Document Type: Article
Times cited : (13)

References (37)
  • 3
    • 0000639860 scopus 로고
    • For a review on the chemistry of dodecahedrane and related molecules, see: Paquette, L. A. Chem. Rev. 1989, 89, 1051.
    • (1989) Chem. Rev. , vol.89 , pp. 1051
    • Paquette, L.A.1
  • 7
    • 0242663108 scopus 로고
    • Ph.D. Dissertation, Universität Hamburg, Hamburg
    • A related photochemical dimerization of diadamane-1-carboxylic acid, as a means to prepare dodecahedrane-1,16-dicarboxylic acid in the solid state, has been proposed; see: Bengtson, B. Ph.D. Dissertation, Universität Hamburg, Hamburg, 1986.
    • (1986)
    • Bengtson, B.1
  • 8
    • 0001529798 scopus 로고    scopus 로고
    • Recently, the potential dimerization of 10-azatriquinacene has been discussed; see: (a) Hext, N. M.; Hansen, J.; Blake, A. J.; Hibbs, D. E.; Hursthouse, M. B.; Shishkin, O. V.; Mascal, M. J. Org. Chem. 1998, 63, 6016. (b) Mascal, M.; Lera, M.; Blake, A. J. J. Org. Chem. 2000, 65, 7253. (c) Mascal, M.; Lera, M.; Blake, A. J.; Czaja, M.; Kozak, A.; Makowski, M.; Chmurzynski. L. Angew. Chem., Int. Ed. 2001, 40, 3696. (d) Lera, M.; Blake, A. J.; Wilson, C.; Mascal, M. J. Chem. Soc., Perkin Trans. 1 2001, 3145.
    • (1998) J. Org. Chem. , vol.63 , pp. 6016
    • Hext, N.M.1    Hansen, J.2    Blake, A.J.3    Hibbs, D.E.4    Hursthouse, M.B.5    Shishkin, O.V.6    Mascal, M.7
  • 9
    • 0034693287 scopus 로고    scopus 로고
    • Recently, the potential dimerization of 10-azatriquinacene has been discussed; see: (a) Hext, N. M.; Hansen, J.; Blake, A. J.; Hibbs, D. E.; Hursthouse, M. B.; Shishkin, O. V.; Mascal, M. J. Org. Chem. 1998, 63, 6016. (b) Mascal, M.; Lera, M.; Blake, A. J. J. Org. Chem. 2000, 65, 7253. (c) Mascal, M.; Lera, M.; Blake, A. J.; Czaja, M.; Kozak, A.; Makowski, M.; Chmurzynski. L. Angew. Chem., Int. Ed. 2001, 40, 3696. (d) Lera, M.; Blake, A. J.; Wilson, C.; Mascal, M. J. Chem. Soc., Perkin Trans. 1 2001, 3145.
    • (2000) J. Org. Chem. , vol.65 , pp. 7253
    • Mascal, M.1    Lera, M.2    Blake, A.J.3
  • 10
    • 0035476468 scopus 로고    scopus 로고
    • Recently, the potential dimerization of 10-azatriquinacene has been discussed; see: (a) Hext, N. M.; Hansen, J.; Blake, A. J.; Hibbs, D. E.; Hursthouse, M. B.; Shishkin, O. V.; Mascal, M. J. Org. Chem. 1998, 63, 6016. (b) Mascal, M.; Lera, M.; Blake, A. J. J. Org. Chem. 2000, 65, 7253. (c) Mascal, M.; Lera, M.; Blake, A. J.; Czaja, M.; Kozak, A.; Makowski, M.; Chmurzynski. L. Angew. Chem., Int. Ed. 2001, 40, 3696. (d) Lera, M.; Blake, A. J.; Wilson, C.; Mascal, M. J. Chem. Soc., Perkin Trans. 1 2001, 3145.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3696
    • Mascal, M.1    Lera, M.2    Blake, A.J.3    Czaja, M.4    Kozak, A.5    Makowski, M.6    Chmurzynski, L.7
  • 11
    • 0035544079 scopus 로고    scopus 로고
    • Recently, the potential dimerization of 10-azatriquinacene has been discussed; see: (a) Hext, N. M.; Hansen, J.; Blake, A. J.; Hibbs, D. E.; Hursthouse, M. B.; Shishkin, O. V.; Mascal, M. J. Org. Chem. 1998, 63, 6016. (b) Mascal, M.; Lera, M.; Blake, A. J. J. Org. Chem. 2000, 65, 7253. (c) Mascal, M.; Lera, M.; Blake, A. J.; Czaja, M.; Kozak, A.; Makowski, M.; Chmurzynski. L. Angew. Chem., Int. Ed. 2001, 40, 3696. (d) Lera, M.; Blake, A. J.; Wilson, C.; Mascal, M. J. Chem. Soc., Perkin Trans. 1 2001, 3145.
    • (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 3145
    • Lera, M.1    Blake, A.J.2    Wilson, C.3    Mascal, M.4
  • 20
    • 0242411342 scopus 로고
    • Olah, G., Ed.: Wiley: New York, Chapter 4
    • de Meijere, A. In Cage Hydrocarbons; Olah, G., Ed.: Wiley: New York, 1990; Chapter 4.
    • (1990) Cage Hydrocarbons
    • De Meijere, A.1
  • 27
    • 0037087704 scopus 로고    scopus 로고
    • Dehydrogenation of the monoacetal 10 or oxidation of the corresponding trimethylsilyl enol ether with ortho-iodoxybenzoic acid (IBX) under a variety of experimental conditions afforded only trace quantities of the required product; see: (a) Nicolaou, K. C.; Montagnon, T.; Baran, P. S. Angew. Chem., Int. Ed. 2002, 41, 993. (b) Nicolaou, K. C.; Gray, D. L. F.; Montagnon, T.; Harrison, S. T. Angew. Chem., Int. Ed. 2002, 41, 996.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 993
    • Nicolaou, K.C.1    Montagnon, T.2    Baran, P.S.3
  • 28
    • 0037087571 scopus 로고    scopus 로고
    • Dehydrogenation of the monoacetal 10 or oxidation of the corresponding trimethylsilyl enol ether with ortho-iodoxybenzoic acid (IBX) under a variety of experimental conditions afforded only trace quantities of the required product; see: (a) Nicolaou, K. C.; Montagnon, T.; Baran, P. S. Angew. Chem., Int. Ed. 2002, 41, 993. (b) Nicolaou, K. C.; Gray, D. L. F.; Montagnon, T.; Harrison, S. T. Angew. Chem., Int. Ed. 2002, 41, 996.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 996
    • Nicolaou, K.C.1    Gray, D.L.F.2    Montagnon, T.3    Harrison, S.T.4
  • 30
    • 0001351606 scopus 로고
    • For an example of a conjugate addition reaction of a related bicyclic enone that was not reacted with an alkylating agent, see: Paquette. L. A.; Lau, C. J. Synth. Commun. 1984, 14, 1081.
    • (1984) Synth. Commun. , vol.14 , pp. 1081
    • Paquette, L.A.1    Lau, C.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.