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Volumn 35, Issue 12, 2005, Pages 1633-1640

Nazarov approach to 4-benzoyloxymethyl-cyclopent-2-enone, a precursor to the helminthosporols

Author keywords

BF3 etherate; Divinylcyclopropane rearrangement; Silicon directed Nazarov

Indexed keywords

4 BENZOYLOXYMETHYLCYCLOPENT 2 ENONE; CYCLOPENTENONE DERIVATIVE; HELMINTHOSPOROL; SILICON; TERPENOID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 21044457556     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200061633     Document Type: Article
Times cited : (3)

References (20)
  • 1
    • 37049122987 scopus 로고
    • 9-Hydroxyprehelminthosporol, a metabolite of cochliobolus (Helminthosporium) sativus
    • Aldridge, D. C.; Turner, W. B. 9-Hydroxyprehelminthosporol, a metabolite of cochliobolus (Helminthosporium) sativus. J. Chem. Soc. C 1970, 686-688.
    • (1970) J. Chem. Soc. C , pp. 686-688
    • Aldridge, D.C.1    Turner, W.B.2
  • 2
    • 0001204908 scopus 로고
    • Isolation of helminthosporol as a natural plant growth regulator and its chemical structure
    • Tamura, S.; Sakurai, A.; Kainuma, K.; Takai, M. Isolation of helminthosporol as a natural plant growth regulator and its chemical structure. Agric. Biol. Chem. 1963, 27, 738-739.
    • (1963) Agric. Biol. Chem. , vol.27 , pp. 738-739
    • Tamura, S.1    Sakurai, A.2    Kainuma, K.3    Takai, M.4
  • 3
    • 0027320472 scopus 로고
    • Inhibition of Acyl-CoA cholesterol acyltransferase by helminthosporol and its related compounds
    • Park, J. K.; Hasumi, K.; Endo, A. Inhibition of Acyl-CoA cholesterol acyltransferase by helminthosporol and its related compounds. J. Antibiot. 1993, 46, 1303-1305.
    • (1993) J. Antibiot. , vol.46 , pp. 1303-1305
    • Park, J.K.1    Hasumi, K.2    Endo, A.3
  • 4
    • 38249037263 scopus 로고
    • [2 + 3] Cyclopentene annulation and other trimethylsilyl iodide-mediated rearrangement pathways of vinylcyclopropanes
    • Fleming, A.; Sinai-Zingde, G.; Natchus, M.; Hudlicky, T. [2 + 3] Cyclopentene annulation and other trimethylsilyl iodide-mediated rearrangement pathways of vinylcyclopropanes. Tetrahedron Lett. 1987, 28, 167-170.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 167-170
    • Fleming, A.1    Sinai-Zingde, G.2    Natchus, M.3    Hudlicky, T.4
  • 5
    • 0038275006 scopus 로고
    • Thermal rearrangement of divinylcyclopropane systems. Preparation of functionalized stereochemically defined bicyclic and tricyclic products containing the bicyclo[3.2.1] octane skeleton
    • Piers, E.; Jung, G. L.; Moss, N. Thermal rearrangement of divinylcyclopropane systems. Preparation of functionalized stereochemically defined bicyclic and tricyclic products containing the bicyclo[3.2.1] octane skeleton. Tetrahedron Lett. 1984, 25, 3959-3962.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 3959-3962
    • Piers, E.1    Jung, G.L.2    Moss, N.3
  • 6
    • 0001651926 scopus 로고
    • The [2 + 3] and [3 + 4] annulation of enones. Enantiocontrolled total synthesis of (-)-retigeranic acid
    • Hudlicky, T.; Fleming, A.; Radesca, L, The [2 + 3] and [3 + 4] annulation of enones. Enantiocontrolled total synthesis of (-)-retigeranic acid. J. Am. Chem. Soc. 1989, 111, 6691-6707.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 6691-6707
    • Hudlicky, T.1    Fleming, A.2    Radesca, L.3
  • 7
    • 0023618571 scopus 로고
    • A convenient preparation of 4- And 5-substituted cyclopentenones: A short synthesis of methylenomycin
    • Rizzo, C. J.; Dunlap, N. K.; Smith, A. B., III. A convenient preparation of 4- and 5-substituted cyclopentenones: A short synthesis of methylenomycin B. J. Org. Chem. 1987, 52, 5280-5283.
    • (1987) B. J. Org. Chem. , vol.52 , pp. 5280-5283
    • Rizzo, C.J.1    Dunlap, N.K.2    Smith III, A.B.3
  • 12
    • 0000134751 scopus 로고
    • The Khand reaction. A convenient and general route to a wide range of cyclopentenone derivatives
    • Pauson, P. L. The Khand reaction. A convenient and general route to a wide range of cyclopentenone derivatives. Tetrahedron 1985, 41, 5855-5860.
    • (1985) Tetrahedron , vol.41 , pp. 5855-5860
    • Pauson, P.L.1
  • 13
    • 0028960088 scopus 로고
    • Totally stereocontrolled intermolecular Pauson-Khand reactions of N-(2-alkynol) sultams
    • Fonquerna, S.; Moyano, A.; Pericás, M. A.; Riera, A. Totally stereocontrolled intermolecular Pauson-Khand reactions of N-(2-alkynol) sultams. Tetrahedron 1995, 14, 4239-4254.
    • (1995) Tetrahedron , vol.14 , pp. 4239-4254
    • Fonquerna, S.1    Moyano, A.2    Pericás, M.A.3    Riera, A.4
  • 15
    • 0001619824 scopus 로고
    • Silicon-directed Nazarov cyclizations-IV. Further studies in stereochemical control
    • Denmark, S. E.; Habermas, K. L.; Hite, G. A.; Jones, T. K. Silicon-directed Nazarov cyclizations-IV. Further studies in stereochemical control. Tetrahedron 1986, 42, 2821-2829.
    • (1986) Tetrahedron , vol.42 , pp. 2821-2829
    • Denmark, S.E.1    Habermas, K.L.2    Hite, G.A.3    Jones, T.K.4
  • 16
    • 84986347617 scopus 로고
    • Silicon-directed Nazarov cyclizations-Part V. Substituent and heteroatom effects on the reaction
    • (a) For some examples of oxygen bearing substrates, Denmark, S. E.; Habermas, K. L.; Hite, G. A. Silicon-directed Nazarov cyclizations-Part V. Substituent and heteroatom effects on the reaction. Helv. Chim. Acta 1988, 71, 168-194;
    • (1988) Helv. Chim. Acta , vol.71 , pp. 168-194
    • Denmark, S.E.1    Habermas, K.L.2    Hite, G.A.3
  • 17
    • 0031562106 scopus 로고    scopus 로고
    • Total synthesis of (±)-silphinene: Nonphotochemical cyclobutenic route to a crucial intermediate
    • (b) Miesch, M.; Miesch-Gross, L.; Franck-Neumann, M. Total synthesis of (±)-silphinene: Nonphotochemical cyclobutenic route to a crucial intermediate. Tetrahedron 1997, 53, 2103-2110.
    • (1997) Tetrahedron , vol.53 , pp. 2103-2110
    • Miesch, M.1    Miesch-Gross, L.2    Franck-Neumann, M.3
  • 18
    • 37049056907 scopus 로고
    • The conversion of but-2-yne-1:4-diol into 2-deoxyribose
    • (a) Prepared according to established method, Fraser, M. M.; Raphael, R. A. The conversion of but-2-yne-1:4-diol into 2-deoxyribose. J. Chem. Soc. 1955, 4280-4283;
    • (1955) J. Chem. Soc. , pp. 4280-4283
    • Fraser, M.M.1    Raphael, R.A.2
  • 20
    • 0003118699 scopus 로고
    • Direct oxidation of alcohols and diols via hydride abstraction
    • Jung, M. E.; Brown, R. W. Direct oxidation of alcohols and diols via hydride abstraction. Tetrahedron Lett. 1978, 2771-2774.
    • (1978) Tetrahedron Lett. , pp. 2771-2774
    • Jung, M.E.1    Brown, R.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.