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Volumn 1, Issue 6, 1999, Pages 849-852

Triarylaminium salt induced oxidative cyclizations of tertiary amines. Convenient access to 2-substituted pyrrolidinium salts

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EID: 0001298057     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990735c     Document Type: Article
Times cited : (17)

References (36)
  • 1
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    • and earlier reviews in this series
    • Recent reviews: (a) Nadin, A. J. Chem. Soc., Perkin Trans. 1 1998, 3493-3513 and earlier reviews in this series.
    • (1998) J. Chem. Soc., Perkin Trans. 1 , pp. 3493-3513
    • Nadin, A.1
  • 20
    • 0001004311 scopus 로고    scopus 로고
    • (b) Jahn, U. J. Org. Chem. 1998, 63, 7130-7131.
    • (1998) J. Org. Chem. , vol.63 , pp. 7130-7131
    • Jahn, U.1
  • 21
    • 0031573815 scopus 로고    scopus 로고
    • For the general reactivity of aminium radical cations, see ref 7 and the following reviews: (a) Schmittel, M.; Burghart, A. Angew. Chem., Int. Ed. Engl. 1997, 36, 2550-2589.
    • (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2550-2589
    • Schmittel, M.1    Burghart, A.2
  • 25
  • 27
    • 0033583272 scopus 로고    scopus 로고
    • 3SnH-mediated radical cyclization of phenylselenomethylammonium salts to 3-substituted pyrrolidinium salts, see: Della, E. W.; Smith, P. A. J. Org. Chem. 1999, 64, 1798-1806.
    • (1999) J. Org. Chem. , vol.64 , pp. 1798-1806
    • Della, E.W.1    Smith, P.A.2
  • 28
    • 6844239208 scopus 로고    scopus 로고
    • For a very useful review on SET reagents, see: Connelly, N. G.; Geiger, W. E. Chem. Rev. 1996, 96, 877-910.
    • (1996) Chem. Rev. , vol.96 , pp. 877-910
    • Connelly, N.G.1    Geiger, W.E.2
  • 29
    • 0009526925 scopus 로고
    • see Supporting Information
    • Prepared by modification of Shine's procedure: Bandlish, B. K.; Shine, H. J. J. Org. Chem. 1977, 42, 561-563 (see Supporting Information).
    • (1977) J. Org. Chem. , vol.42 , pp. 561-563
    • Bandlish, B.K.1    Shine, H.J.2
  • 36
    • 5244276634 scopus 로고
    • Photosolvolysis of diarylmethylcarbenium ions give also the alcohol, even in the presence of a large excess of MeCN: Bartl, J.; Steenken, S.; Mayr, H.; McClelland, R. A. J. Am. Chem. Soc. 1990, 112, 6918-6928.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6918-6928
    • Bartl, J.1    Steenken, S.2    Mayr, H.3    McClelland, R.A.4


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