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Volumn 8, Issue 25, 2006, Pages 5777-5780

Highly regioselective synthesis of 2,3-disubstituted indenes via a novel palladium-catalyzed cyclization reaction of propargylic carbonates with carbon nucleophiles

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EID: 33846287946     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062405f     Document Type: Article
Times cited : (56)

References (29)
  • 4
    • 84942767100 scopus 로고
    • Wilkinson, G, Stone, F. G. A, Abel, E, Eds, Pergamon: Oxford
    • (b) Trost, B. M., Verhoeven, T. R. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E., Eds.; Pergamon: Oxford, 1982; Vol. 8, p 799.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 799
    • Trost, B.M.1    Verhoeven, T.R.2
  • 5
    • 0000276556 scopus 로고
    • Trost, B. M, Fleming, I, Semmelhack, M. F, Eds, Pergamon: Oxford
    • (c) Godleski, S. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford, 1991; Vol. 4, p 585.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 585
    • Godleski, S.1
  • 14
    • 1242338924 scopus 로고    scopus 로고
    • For some recent examples of palladium-catalyzed reactions of propargylic carbonates with nucleophiles for the syntheses of 2-substituted benzofurans and indoles, in which nucleophiles attack on the less hindered carbon of the π-allylpalladium complex, see: (a) Yoshida, M, Morishita, Y, Fujita, M, Ihara, M. Tetrahedron Lett. 2004, 45, 1861
    • For some recent examples of palladium-catalyzed reactions of propargylic carbonates with nucleophiles for the syntheses of 2-substituted benzofurans and indoles, in which nucleophiles attack on the less hindered carbon of the π-allylpalladium complex, see: (a) Yoshida, M.; Morishita, Y.; Fujita, M.; Ihara, M. Tetrahedron Lett. 2004, 45, 1861.
  • 17
    • 33846286636 scopus 로고    scopus 로고
    • Crystal data for 3ad have been deposited in CCDC as deposition number 620440: C21H24O6, MW, 372.40, T, 294(2) K, λ, 0.71073 Å, monoclinic space group, P1, a, 11.0511(10) Å, b, 20.5371(16) Å, c, 9.0441(8) Å, α, 90.00°, β, 96.047(4)°, γ, 90.00°, V, 2041.2(3) Å3, Z, 4, Dc, 1.212 mg/m3, μ, 0.088 mm-1, F(000, 816, crystal size 0.55 × 0.50 × 0.40 mm3, independent reflections 4008 [R (int, 0.0363, reflections collected 11295, refinement method, full-matrix least-squares on F2, goodness-of-fit on F 2 1.183, final R indices [I > 2σ(I, R1, 0.0977, wR2, 0.2172, R indices (all date) R1, 0.0603, wR2, 0.1856, exti
    • -3
  • 26
    • 0000568262 scopus 로고    scopus 로고
    • For examples of π-allylpalladium complex and subsequent C-alkylation, see: Tsuji, J, Kobayashi, Y, Kataoka, H, Takahashi, T. Tetrahedron Lett. 1980, 21, 1475
    • For examples of π-allylpalladium complex and subsequent C-alkylation, see: Tsuji, J.; Kobayashi, Y.; Kataoka, H.; Takahashi, T. Tetrahedron Lett. 1980, 21, 1475.
  • 27
    • 0000606740 scopus 로고
    • For some examples of nucleophiles attack the more hindered side of the π-allylmetal complexes, see: a
    • For some examples of nucleophiles attack the more hindered side of the π-allylmetal complexes, see: (a) Trost, B. M.; Hung, M.-H. J. Am. Chem. Soc. 1983, 105, 7757.
    • (1983) J. Am. Chem. Soc , vol.105 , pp. 7757
    • Trost, B.M.1    Hung, M.-H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.