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Volumn 72, Issue 23, 2007, Pages 8859-8862

Application of β-hydroxysulfoximines in catalytic asymmetric phenyl transfer reactions for the synthesis of diarylmethanols

Author keywords

[No Author keywords available]

Indexed keywords

ARYLPHENYLMETHANOLS; DIARYLMETHANOLS; PHENYL TRANSFER REACTIONS;

EID: 35949001585     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7016718     Document Type: Article
Times cited : (35)

References (56)
  • 22
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    • For reviews on sulfoximines and their use as chiral auxiliaries, see: a
    • For reviews on sulfoximines and their use as chiral auxiliaries, see: (a) Johnson, C. R. Acc. Chem. Res. 1973, 6, 341.
    • (1973) Acc. Chem. Res , vol.6 , pp. 341
    • Johnson, C.R.1
  • 23
  • 25
    • 0344844429 scopus 로고    scopus 로고
    • For reviews on sulfoximines and their use as chiral ligands in metal catalysis, see: a
    • For reviews on sulfoximines and their use as chiral ligands in metal catalysis, see: (a) Harmata, M. Chemtracts 2003, 16, 660.
    • (2003) Chemtracts , vol.16 , pp. 660
    • Harmata, M.1
  • 27
    • 84890977660 scopus 로고    scopus 로고
    • For a personel account, see:, Enders, D, Jäger, K.-E, Eds, Wiley-VCH: Weinheim, Germany
    • (c) For a personel account, see: Bolm, C. In Asymmetric Synthesis with Chemical and Biological Methods; Enders, D., Jäger, K.-E., Eds.; Wiley-VCH: Weinheim, Germany, 2007; p 149.
    • (2007) Asymmetric Synthesis with Chemical and Biological Methods , pp. 149
    • Bolm, C.1
  • 31
    • 4244117250 scopus 로고
    • For general overviews on catalyzed asymmetric reactions with organozinc reagents, see: d
    • For general overviews on catalyzed asymmetric reactions with organozinc reagents, see: (d) Soai, K.; Niwa, S. Chem. Rev. 1992, 92, 833.
    • (1992) Chem. Rev , vol.92 , pp. 833
    • Soai, K.1    Niwa, S.2
  • 32
    • 0001158063 scopus 로고    scopus 로고
    • Jacobsen, E. N, Pfaltz, A, Yamamoto, H, Eds, Springer: Berlin, Germany
    • (e) Soai, K.; Shibata, T. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, Germany, 1999; p 911.
    • (1999) Comprehensive Asymmetric Catalysis , pp. 911
    • Soai, K.1    Shibata, T.2
  • 34
    • 0012203007 scopus 로고
    • For previous syntheses and other applications of β-hydroxysulfox- imines, see: a
    • For previous syntheses and other applications of β-hydroxysulfox- imines, see: (a) Johnson, C. R.; Shanklin, J. R.; Kirchhoff, R. A. J. Am. Chem. Soc. 1973, 95, 6462.
    • (1973) J. Am. Chem. Soc , vol.95 , pp. 6462
    • Johnson, C.R.1    Shanklin, J.R.2    Kirchhoff, R.A.3
  • 44
    • 0001163288 scopus 로고    scopus 로고
    • For selected transformations of NH-sulfoximine 1a, see: (a) Hwang, K.-J.; Logusch, E. W.; Brannigan, L. H. J. Org. Chem. 1987, 52, 3435.
    • For selected transformations of NH-sulfoximine 1a, see: (a) Hwang, K.-J.; Logusch, E. W.; Brannigan, L. H. J. Org. Chem. 1987, 52, 3435.
  • 51
    • 35948991532 scopus 로고    scopus 로고
    • Only one diastereomer of 2ce could be obtained in pure form, and the relative stereochemistry of this β-hydroxysulfoximine remained undetermined.
    • Only one diastereomer of 2ce could be obtained in pure form, and the relative stereochemistry of this β-hydroxysulfoximine remained undetermined.
  • 52
    • 35948981250 scopus 로고    scopus 로고
    • This assignment is based on the assumption that the H-bond of the hydroxyl group in β-hydroxysulfoximine 2cd bridges toward the sulfoximine nitrogen. This scenario would be consistent with the bonding mode observed in the majority of related β-hydroxysulfoximines as determined by NMR spectroscopy and X-ray structure analysis. For details, see: (a) Reference 5
    • This assignment is based on the assumption that the H-bond of the hydroxyl group in β-hydroxysulfoximine 2cd bridges toward the sulfoximine nitrogen. This scenario would be consistent with the bonding mode observed in the majority of related β-hydroxysulfoximines as determined by NMR spectroscopy and X-ray structure analysis. For details, see: (a) Reference 5.
  • 53
    • 35948971456 scopus 로고    scopus 로고
    • Felder, M. Dissertation, University of Marburg, 1995.
    • (b) Felder, M. Dissertation, University of Marburg, 1995.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.