메뉴 건너뛰기




Volumn 16, Issue 39, 2010, Pages 11963-11968

Asymmetric diels-alder and inverse-electron-demand hetero-Diels-Alder reactions of β,γ-unsaturated α-ketoesters with cyclopentadiene catalyzed by N,N′-dioxide copper(II) complex

Author keywords

asymmetric catalysis; chemoselectivity; copper; cycloaddition; N,N dioxide

Indexed keywords

ASYMMETRIC CATALYSIS; CATALYST LOADINGS; CHEMO-SELECTIVITY; COPPER COMPLEXES; CYCLOPENTADIENES; DIASTEREOSELECTIVITIES; DIELS-ALDER; DIELS-ALDER REACTION; ENANTIOSELECTIVE; HETERO-DIELS-ALDER; HETERO-DIELS-ALDER REACTIONS; KETO ESTER; LOW TEMPERATURES; MILD REACTION CONDITIONS; NONLINEAR EFFECT; REACTION TEMPERATURE; ROOM TEMPERATURE; TRIFLATES;

EID: 78249231383     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201001365     Document Type: Article
Times cited : (51)

References (71)
  • 1
    • 78249247857 scopus 로고    scopus 로고
    • For selected examples of the biological activity of bridge compound derivatives, see
    • For selected examples of the biological activity of bridge compound derivatives, see
  • 5
    • 78249263953 scopus 로고    scopus 로고
    • For selected examples of asymmetric Diels-Alder reactions of α,β-unsaturated imides, see
    • For selected examples of asymmetric Diels-Alder reactions of α,β-unsaturated imides, see
  • 13
    • 78249280119 scopus 로고    scopus 로고
    • For selected examples of asymmetric Diels-Alder reactions of α,β-unsaturated ketones, see
    • For selected examples of asymmetric Diels-Alder reactions of α,β-unsaturated ketones, see
  • 17
    • 0001546043 scopus 로고    scopus 로고
    • For a recent review of HDA reactions of carbonyl compounds, see:, - 3733
    • For a recent review of HDA reactions of carbonyl compounds, see:, K. A. Jørgensen, Angew. Chem. 2000, 112, 3702 - 3733
    • (2000) Angew. Chem. , vol.112 , pp. 3702
    • Jørgensen, K.A.1
  • 18
    • 0034675619 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3558 - 3588.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3558-3588
  • 21
    • 78249286979 scopus 로고    scopus 로고
    • For reviews of inverse-electron-demand Diels-Alder reactions, see
    • For reviews of inverse-electron-demand Diels-Alder reactions, see
  • 25
    • 78249272460 scopus 로고    scopus 로고
    • For selected racemic examples of inverse-electron-demand Diels-Alder reactions, see
    • For selected racemic examples of inverse-electron-demand Diels-Alder reactions, see
  • 33
    • 78249262426 scopus 로고    scopus 로고
    • For selected examples of inverse-electron-demand HDA reaction, see
    • For selected examples of inverse-electron-demand HDA reaction, see
  • 35
    • 0032544310 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1998, 37, 2404 - 2406
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2404-2406
  • 37
    • 0000632204 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1998, 37, 3372 - 3375
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 3372-3375
  • 41
    • 0344835672 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 1498 - 1501
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1498-1501
  • 43
    • 61949336768 scopus 로고    scopus 로고
    • For a recent review of copper-catalyzed Diels-Alder reactions, see:,.
    • For a recent review of copper-catalyzed Diels-Alder reactions, see:, S. Reymond, J. Cossy, Chem. Rev. 2008, 108, 5359 - 5406.
    • (2008) Chem. Rev. , vol.108 , pp. 5359-5406
    • Reymond, S.1    Cossy, J.2
  • 44
    • 78249247558 scopus 로고    scopus 로고
    • For the first enantioselective example of cyclopentadiene behaving as a dienophile with α,β-unsaturated carbonyl derivatives, see
    • For the first enantioselective example of cyclopentadiene behaving as a dienophile with α,β-unsaturated carbonyl derivatives, see
  • 47
    • 78249273422 scopus 로고    scopus 로고
    • For a racemic example of cyclopentadiene behaving as a dienophile with α,β-unsaturated carbonyl derivatives, see
    • For a racemic example of cyclopentadiene behaving as a dienophile with α,β-unsaturated carbonyl derivatives, see
  • 56
    • 78249259501 scopus 로고    scopus 로고
    • For selected examples of the biological activity of the inverse-electron-demand HDA product derivatives, see
    • For selected examples of the biological activity of the inverse-electron-demand HDA product derivatives, see
  • 60
    • 78249245858 scopus 로고    scopus 로고
    • For selected asymmetric examples based on chiral N,N′-dioxides, see
    • For selected asymmetric examples based on chiral N,N′-dioxides, see
  • 63
    • 52649131306 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6909 - 6911
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6909-6911
  • 68
    • 77952637423 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 3799 - 3802.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 3799-3802
  • 69
    • 78249289225 scopus 로고    scopus 로고
    • Attempts to obtain the products with other substrates by using 0.5 mol% catalyst loading were unsuccessful due to low reactivity.
    • Attempts to obtain the products with other substrates by using 0.5 mol% catalyst loading were unsuccessful due to low reactivity.
  • 70
    • 0000655043 scopus 로고    scopus 로고
    • For a review of nonlinear effects, see:, - 3127
    • For a review of nonlinear effects, see:, C. Girard, H. B. Kagan, Angew. Chem. 1998, 110, 3088 - 3127
    • (1998) Angew. Chem. , vol.110 , pp. 3088
    • Girard, C.1    Kagan, H.B.2
  • 71
    • 0032538773 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1998, 37, 2922 - 2959.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2922-2959


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.