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Volumn , Issue 21, 1999, Pages 2191-2192

Chemoselective allylation of aldimine with allyltriethylgermane by the combined use of BF3·OEt2 and AcOH

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ALDEHYDE; ALLYL COMPOUND; AMINE; ANILINE; GERMANIUM DERIVATIVE; IMINE; METAL COMPLEX;

EID: 0033533930     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a907538k     Document Type: Article
Times cited : (50)

References (21)
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    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 975
    • Kleinman, E.F.1    Volkmann, R.A.2
  • 2
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    • E. F. Kleinman and R. A. Volkmann, in Comprehensive Organic Synthesis, ed. B. M. Trost and I. Fleming, Pergamon, Oxford, 1991, vol. 2, p. 975; Y. Yamamoto and N. Asao, Chem. Rev., 1993, 93, 2207.
    • (1993) Chem. Rev. , vol.93 , pp. 2207
    • Yamamoto, Y.1    Asao, N.2
  • 3
    • 0000716787 scopus 로고
    • ed. B. M. Trost and I. Fleming, Pergamon, Oxford
    • R. A. Volkmann, in Comprehensive Organic Synthesis, ed. B. M. Trost and I. Fleming, Pergamon, Oxford, 1991, vol. 1, p. 355; R. Bloch, Chem. Rev., 1998, 98, 1407.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 355
    • Volkmann, R.A.1
  • 4
    • 0038106171 scopus 로고    scopus 로고
    • R. A. Volkmann, in Comprehensive Organic Synthesis, ed. B. M. Trost and I. Fleming, Pergamon, Oxford, 1991, vol. 1, p. 355; R. Bloch, Chem. Rev., 1998, 98, 1407.
    • (1998) Chem. Rev. , vol.98 , pp. 1407
    • Bloch, R.1
  • 5
    • 0000457807 scopus 로고
    • Although Grieco and co-workers reported three allylations of aldimines generated in situ from aldehyde, only formaldehyde was employed. See: S. D. Larsen, P. A. Grieco and W. F. Fobare, J. Am. Chem. Soc., 1986, 108, 3512; P. A. Grieco and A. Bahsas, J. Org. Chem., 1987, 52, 1378.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 3512
    • Larsen, S.D.1    Grieco, P.A.2    Fobare, W.F.3
  • 6
    • 33845281647 scopus 로고
    • Although Grieco and co-workers reported three allylations of aldimines generated in situ from aldehyde, only formaldehyde was employed. See: S. D. Larsen, P. A. Grieco and W. F. Fobare, J. Am. Chem. Soc., 1986, 108, 3512; P. A. Grieco and A. Bahsas, J. Org. Chem., 1987, 52, 1378.
    • (1987) J. Org. Chem. , vol.52 , pp. 1378
    • Grieco, P.A.1    Bahsas, A.2
  • 9
    • 85064667331 scopus 로고
    • S. Kobayashi, Synlett, 1994, 689; S. Kobayashi, Eur. J. Org. Chem., 1999, 15.
    • (1994) Synlett , pp. 689
    • Kobayashi, S.1
  • 11
    • 0000050581 scopus 로고    scopus 로고
    • S. Kobayashi and S. Nagayama, J. Org. Chem., 1997, 62, 232; S. Kobayashi and S. Nagayama, J. Am. Chem. Soc., 1997, 119, 10049.
    • (1997) J. Org. Chem. , vol.62 , pp. 232
    • Kobayashi, S.1    Nagayama, S.2
  • 19
    • 0344804442 scopus 로고    scopus 로고
    • note
    • 3·2AcOH gave comparable results.
  • 20
    • 0344804441 scopus 로고    scopus 로고
    • 2 and 0.5 equiv. of AcOH, may be the active species. For examples of the intramolecular allylation of imines with allylstannanes wherein protic acids have been employed, see: I. Kadota, J.-Y. Park and Y. Yamamoto, Chem. Commun., 1996, 841; J.-Y. Park, I. Kadota and Y. Yamamoto, J. Org. Chem., 1999, 64, 4901.
    • (1996) Chem. Commun. , pp. 841
    • Kadota, I.1    Park, J.-Y.2    Yamamoto, Y.3
  • 21
    • 0033603376 scopus 로고    scopus 로고
    • 2 and 0.5 equiv. of AcOH, may be the active species. For examples of the intramolecular allylation of imines with allylstannanes wherein protic acids have been employed, see: I. Kadota, J.-Y. Park and Y. Yamamoto, Chem. Commun., 1996, 841; J.-Y. Park, I. Kadota and Y. Yamamoto, J. Org. Chem., 1999, 64, 4901.
    • (1999) J. Org. Chem. , vol.64 , pp. 4901
    • Park, J.-Y.1    Kadota, I.2    Yamamoto, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.