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Volumn 67, Issue 24, 2002, Pages 8400-8406

Chemoselective electrophilic oxidation of heteroatoms by hydroperoxy sultamst

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROPHILIC OXIDANTS;

EID: 0037195701     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0202841     Document Type: Article
Times cited : (35)

References (66)
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  • 3
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    • Trost, B. M., Fleming, I., Eds.; Pergamon: New York, Chapter 61
    • (c) Gilchrist, T. L. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 7, Chapter 6.1, pp 735-756.
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  • 4
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    • Trost, B. M., Fleming, I., Eds.; Pergamon: New York, Chapter 62
    • (d) Uemura, S. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 7, Chapter 6.2, pp 757-787.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 757-787
    • Uemura, S.1
  • 5
    • 0001085898 scopus 로고    scopus 로고
    • Beller, M., Bolm, C., Eds.; Wiley-VCH: Weinheim, Chapter 2
    • (e) Kagan, H.; Luukas, T. In Transition Metals for Organic Synthesis; Beller, M., Bolm, C., Eds.; Wiley-VCH: Weinheim, 1998; Vol. 2, Chapter 2, pp 361-373.
    • (1998) Transition Metals for Organic Synthesis , vol.2 , pp. 361-373
    • Kagan, H.1    Luukas, T.2
  • 6
    • 77951145972 scopus 로고    scopus 로고
    • Beller, M., Bolm, C., Eds.; Wiley-VCH: Weinheim, Chapter 2
    • (f) Murahashi, S.-I.; Imada, Y. In Transition Metals for Organic Synthesis; Beller, M., Bolm, C., Eds.; Wiley-VCH: Weinheim, 1998; Vol. 2, Chapter 2, pp 373-383.
    • (1998) Transition Metals for Organic Synthesis , vol.2 , pp. 373-383
    • Murahashi, S.-I.1    Imada, Y.2
  • 26
  • 30
    • 0011842414 scopus 로고
    • Ando, W., Ed.; Wiley: Chichester; Chapter 9
    • Sawaki, Y. In Organic Peroxides; Ando, W., Ed.; Wiley: Chichester, 1992; Chapter 9, pp 425-477.
    • (1992) Organic Peroxides , pp. 425-477
    • Sawaki, Y.1
  • 34
    • 2242484913 scopus 로고    scopus 로고
    • For 1a, 2a, and 3a, see ref 12a
    • For 1a, 2a, and 3a, see ref 12a.
  • 36
    • 2242492922 scopus 로고    scopus 로고
    • note
    • At lower temperatures (10-20 °C) and in shorter reaction times (1-2 h), the cis- or trans-configured cyclic hydroperoxy sulfin amides (sultims) 9 are isolated as solid products.
  • 46
    • 0011058993 scopus 로고
    • Horner, L.; Lurgeleit, W.; Justus Liebigs Ann. Chem. 1955,591, 138-152. Poppas, J. J.; Keaveney, W. P.; Berger, M.; Rusch, R. V. J. Org. Chem. 1968, 33, 787-792.
    • (1955) Justus Liebigs Ann. Chem. , vol.591 , pp. 138-152
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    • Murray, R.; Singh, M. J. Org. Chem. 1990, 55, 2954-2957. Murray, R.; Singh, M. Tetrahedron Lett. 1988, 29, 4677-4680.
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    • note
    • Unlike 1c,d which require almost no further purification, this product is usually contaminated with its hydroxy derivative 2b and/ or the keto compound 3b that need to be separated by column chromatography.


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