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Volumn 351, Issue 3, 2009, Pages 308-312

Ligand-accelerated asymmetric [1,2]-Stevens rearrangment of sulfur ylides via decomposition of diazomalonates catalyzed by chiral bisoxazoline/copper complex

Author keywords

Asymmetric catalysis; Bisoxazolines; Stevens rearrangement; Ylides

Indexed keywords


EID: 60849091059     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200800536     Document Type: Article
Times cited : (49)

References (74)
  • 1
    • 0000709206 scopus 로고
    • For reviews on asymmetric ylide rearrangement reactions, please see: a
    • For reviews on asymmetric ylide rearrangement reactions, please see: a) T. Ye, M. A. Mckervey, Chem. Rev. 1994, 94, 1091-1160;
    • (1994) Chem. Rev , vol.94 , pp. 1091-1160
    • Ye, T.1    Mckervey, M.A.2
  • 4
    • 0000936734 scopus 로고
    • For reviews on asymmetric sulfur ylide reactions, please see: a
    • For reviews on asymmetric sulfur ylide reactions, please see: a) A. Padwa, S. F. Hornbuckle, Chem. Rev. 1991, 91, 263-309;
    • (1991) Chem. Rev , vol.91 , pp. 263-309
    • Padwa, A.1    Hornbuckle, S.F.2
  • 7
    • 51649105642 scopus 로고    scopus 로고
    • For selected recent asymmetric reactions of sulfur ylides, please see
    • d) X.-L. Sun, Y. Tang, Acc. Chem. Res. 2008, 41, 937-948. For selected recent asymmetric reactions of sulfur ylides, please see:
    • (2008) Acc. Chem. Res , vol.41 , pp. 937-948
    • Sun, X.-L.1    Tang, Y.2
  • 10
    • 0035901657 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 1430-1433;
    • (2001) Angew. Chem. Int. Ed , vol.40 , pp. 1430-1433
  • 22
    • 0001461728 scopus 로고
    • For selected examples on asymmetric Stevens rearrangements of oxygen ylides, see: a
    • For selected examples on asymmetric Stevens rearrangements of oxygen ylides, see: a) H. Nozaki, S. Moriuti, H. Takaya, R. Noyori, Tetrahedron 1968, 24, 3655-3669;
    • (1968) Tetrahedron , vol.24 , pp. 3655-3669
    • Nozaki, H.1    Moriuti, S.2    Takaya, H.3    Noyori, R.4
  • 27
    • 0030913338 scopus 로고    scopus 로고
    • For selected recent examples on the reaction of oxygen ylides
    • f) M. P. Doyle, D. G. Ene, D. C. Forbes, J. S. Tedow, Tetrahedron Lett. 1997, 38, 4367-4370. For selected recent examples on the reaction of oxygen ylides:
    • (1997) Tetrahedron Lett , vol.38 , pp. 4367-4370
    • Doyle, M.P.1    Ene, D.G.2    Forbes, D.C.3    Tedow, J.S.4
  • 29
    • 34250823429 scopus 로고    scopus 로고
    • Angew. Chem. int. Ed. 2007, 46, 1337-1339;
    • (2007) Angew. Chem. int. Ed , vol.46 , pp. 1337-1339
  • 31
    • 53249105825 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6647-6649;
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 6647-6649
  • 34
    • 0000017190 scopus 로고    scopus 로고
    • For racemic Stevens rearrangement of sulfur ylides, please see : a M. P. Doyle, J. H. Griffin, M. S. Chinn, D. Lrusen, J. Org. Chem. 1984, 49, 1917-1925;
    • For racemic Stevens rearrangement of sulfur ylides, please see : a) M. P. Doyle, J. H. Griffin, M. S. Chinn, D. Lrusen, J. Org. Chem. 1984, 49, 1917-1925;
  • 37
    • 0037148850 scopus 로고    scopus 로고
    • Stevens rearrangement of 1,3-oxathiolanes: a M. Ioannou, M. J. Porter, F. Saez, Chem. Commun. 2002, 346-347;
    • Stevens rearrangement of 1,3-oxathiolanes: a) M. Ioannou, M. J. Porter, F. Saez, Chem. Commun. 2002, 346-347;
  • 41
    • 0034689889 scopus 로고    scopus 로고
    • For diazomalonates as precursors of metal carbenes, see: a
    • For diazomalonates as precursors of metal carbenes, see: a) M. P. Doyle, S. B. Davies, W. Hu, Org. Lett. 2000, 2, 1145-1147;
    • (2000) Org. Lett , vol.2 , pp. 1145-1147
    • Doyle, M.P.1    Davies, S.B.2    Hu, W.3
  • 45
    • 0032536002 scopus 로고    scopus 로고
    • For reviews on bisoxazolines in aymmetric catalysis, please see: a
    • For reviews on bisoxazolines in aymmetric catalysis, please see: a) A. K. Ghosh, P. Mathivanan, J. Cappiello, Tetrahedron: Asymmetry 1998, 9, 1-45;
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1-45
    • Ghosh, A.K.1    Mathivanan, P.2    Cappiello, J.3
  • 52
    • 23644450181 scopus 로고    scopus 로고
    • For reviews, see: a
    • For reviews, see: a) J. Zhou, Y. Tang, Chem. Soc. Rev. 2005, 34, 664-676;
    • (2005) Chem. Soc. Rev , vol.34 , pp. 664-676
    • Zhou, J.1    Tang, Y.2
  • 65
    • 34250782234 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 3918-3921.
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 3918-3921
  • 68
    • 60849130333 scopus 로고    scopus 로고
    • The diastereomers cannot be separated by flash chromatography and thus the ees can not be determined
    • The diastereomers cannot be separated by flash chromatography and thus the ees can not be determined.
  • 69
    • 60849104720 scopus 로고    scopus 로고
    • No kinetic resolution was observed under the reaction conditions
    • No kinetic resolution was observed under the reaction conditions.
  • 70
    • 60849116056 scopus 로고    scopus 로고
    • CCDC 707886 (3d) contains the supplementary crystallography data for this paper. These data can be obtained free of charge from The Cambridge Crystallography Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
    • CCDC 707886 (3d) contains the supplementary crystallography data for this paper. These data can be obtained free of charge from The Cambridge Crystallography Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 71
    • 33947085212 scopus 로고    scopus 로고
    • Cu(II) can be reduced to Cu(I) by diazo compounds, see: a) R. G. Salomon, J. K. Kochi, J. Am. Chem. Soc. 1973, 95, 3300-3310;
    • Cu(II) can be reduced to Cu(I) by diazo compounds, see: a) R. G. Salomon, J. K. Kochi, J. Am. Chem. Soc. 1973, 95, 3300-3310;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.