메뉴 건너뛰기




Volumn 16, Issue 18, 2010, Pages 5286-5291

Erratum: Catalytic asymmetric 1,3-dipolar cycloaddition of α-iminonitriles (Chemistry - A European Journal (2010) 16 DOI: 10.1002/chem.200903443);Catalytic asymmetric 1,3-dipolar cycloaddition of α-iminonitriles

Author keywords

Asymmetric catalysis; Azomethine ylides; Cycloaddition; Iminonitriles; Pyrrolidines; asymmetric catalysis; azomethine ylides; cycloaddition; iminonitriles; pyrrolidines

Indexed keywords

CYCLOADDITION; ENANTIOSELECTIVITY;

EID: 77951956331     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201103123     Document Type: Erratum
Times cited : (58)

References (80)
  • 1
    • 33947231700 scopus 로고    scopus 로고
    • For recent reviews, see: a
    • For recent reviews, see: a) H. Pellissier, Tetrahedron 2007. 63, 3235-3285;
    • (2007) Tetrahedron , vol.63 , pp. 3235-3285
    • Pellissier, H.1
  • 7
    • 38849102334 scopus 로고    scopus 로고
    • For reviews, see: a
    • For reviews, see: a) J. P. Michael, Nat. Prod. Rep. 2008, 25,139-165;
    • (2008) Nat. Prod. Rep. , vol.25 , pp. 139-165
    • Michael, J.P.1
  • 11
    • 52149113820 scopus 로고    scopus 로고
    • For selected reviews, see: a
    • For selected reviews, see: a) D. W. MacMillan, Nature 2008, 455, 304-308;
    • (2008) Nature , vol.455 , pp. 304-308
    • MacMillan, D.W.1
  • 13
    • 48849094479 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4638-4660;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4638-4660
  • 17
    • 70549094737 scopus 로고    scopus 로고
    • For recent reviews on catalytic asymmetric 1,3-dipolar cycloadditions of azomethine ylides, see: a
    • For recent reviews on catalytic asymmetric 1,3-dipolar cycloadditions of azomethine ylides, see: a) C. Nájera, J. M. Sansano, Top. Heterocycl Chem. 2008, 12, 117-145;
    • (2008) Top. Heterocycl Chem. , vol.12 , pp. 117-145
    • Nájera, C.1    Sansano, J.M.2
  • 19
    • 51049115331 scopus 로고    scopus 로고
    • For selected very recent references, see
    • c) M. Naodovic, H. Yamamoto, Chem. Rev. 2008, 108, 3132-3148. For selected very recent references, see:
    • (2008) Chem. Rev. , vol.108 , pp. 3132-3148
    • Naodovic, M.1    Yamamoto, H.2
  • 22
    • 70349928914 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 7420-7423;
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 7420-7423
  • 26
  • 32
    • 51449096219 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6055-6058;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6055-6058
  • 43
    • 33746191912 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed, 2006, 45, 2828-2828;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 2828-2828
  • 46
    • 55449131123 scopus 로고    scopus 로고
    • For selected organocatalytic asymmetric versions of this reaction, see: a
    • For selected organocatalytic asymmetric versions of this reaction, see: a) Y.-K. Liu, H. Liu, W. Du, L. Yue, Y.-C. Chen, Chem. Eur. J. 2008, 14, 9873-9877;
    • (2008) Chem. Eur. J. , vol.14 , pp. 9873-9877
    • Liu, Y.-K.1    Liu, H.2    Du, W.3    Yue, L.4    Chen, Y.-C.5
  • 51
    • 34447315556 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 5168-5170;
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 5168-5170
  • 56
    • 11044222000 scopus 로고    scopus 로고
    • For reviews on reactivity of a-aminonitriles, see : a
    • For reviews on reactivity of a-aminonitriles, see : a) F. F. Fleming, Z. Zhang, Tetrahedron 2005, 61, 747-789;
    • (2005) Tetrahedron , vol.61 , pp. 747-789
    • Fleming, F.F.1    Zhang, Z.2
  • 62
    • 77951957869 scopus 로고    scopus 로고
    • 3)Cl] afforded even poorer results than AgOAc.
    • 3)Cl] afforded even poorer results than AgOAc.
  • 63
    • 77951948927 scopus 로고    scopus 로고
    • For racemic pyrrolidines 4, see reference [9b].
    • For racemic pyrrolidines 4, see reference [9b].
  • 64
    • 77951943487 scopus 로고    scopus 로고
    • The enantioselectivities and reaction, ratios were highly dependent on the ligand structure, see Supporting Information for details.
    • The enantioselectivities and reaction, ratios were highly dependent on the ligand structure, see Supporting Information for details.
  • 65
    • 77951949172 scopus 로고    scopus 로고
    • See Supporting Information for details. CCDC-752506 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • See Supporting Information for details. CCDC-752506 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 66
    • 77951950940 scopus 로고    scopus 로고
    • A minor stereoisomer was also detected. Racemic endo-6a has been previously described, see reference [9b].
    • A minor stereoisomer was also detected. Racemic endo-6a has been previously described, see reference [9b].
  • 70
    • 77951964883 scopus 로고    scopus 로고
    • See the Supporting Information for computational details.
    • See the Supporting Information for computational details.
  • 71
    • 77951946882 scopus 로고    scopus 로고
    • For DFT theoretical studies on related Fesulphos metal complexes with α-iminoesters ligands see reference [5t].
    • For DFT theoretical studies on related Fesulphos metal complexes with α-iminoesters ligands see reference [5t].
  • 72
    • 77951960330 scopus 로고    scopus 로고
    • -1 less stable than syn when free carbanion was considered (see the Supporting Information).
    • -1 less stable than syn when free carbanion was considered (see the Supporting Information).
  • 74
    • 77951960627 scopus 로고    scopus 로고
    • note
    • Two slightly different structures were detected in the crystal, changing mainly in the coordination, mode of the acetate anion to the metal: dicoordinated (shown, in Figure 2) or monocoordinated (distances around the metal in Å: P3-Ag2=2.490, P4-Ag2=2.414, 03Ag2=2.224 and 04-Ag2 = 3.138). See the Supporting Information for details. CCDC-752507 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-.request/cif.
  • 77
    • 0033517686 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 3212-3215.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 3212-3215
  • 78
    • 77951945838 scopus 로고    scopus 로고
    • It is worth noting that in the case of the related complex with Fesulphos ligand (complex I) there is a less efficient steric shielding between both faces of the azomethine unit, especially around C2, which could explain the much lower enantioselectivity obtained with this ligand.
    • It is worth noting that in the case of the related complex with Fesulphos ligand (complex I) there is a less efficient steric shielding between both faces of the azomethine unit, especially around C2, which could explain the much lower enantioselectivity obtained with this ligand.
  • 79
    • 77951971164 scopus 로고    scopus 로고
    • Racemic endo- and exo-7 have been previously described, see references [9a] and [10a], respectively.
    • Racemic endo- and exo-7 have been previously described, see references [9a] and [10a], respectively.
  • 80
    • 77951966989 scopus 로고    scopus 로고
    • See the Supporting Information for the stereochemical assignment of 9.
    • See the Supporting Information for the stereochemical assignment of 9.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.