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Volumn 2, Issue 22, 2000, Pages 3469-3471

Organometallic reactions in aqueous media. Indium-mediated 1,3-butadien-2-ylation of carbonyl compounds

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EID: 0001509660     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000239k     Document Type: Article
Times cited : (40)

References (47)
  • 9
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    • In the case of 4 or 5, a stoichiometric amount of Lewis acid is further required to promote the reaction
    • In the case of 4 or 5, a stoichiometric amount of Lewis acid is further required to promote the reaction.
  • 12
    • 0000677232 scopus 로고
    • (b) Li, C. J. Chem. Rev. 1993, 93, 2023.
    • (1993) Chem. Rev. , vol.93 , pp. 2023
    • Li, C.J.1
  • 15
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    • Barbier, P. Comp. Rend. 1899, 128, 110. For a recent monograph, see Blomberg, C. The Barbier Reaction and Related One-Step Processes. In Reactivity and Structure: Concepts in Organic Chemistry; Hafner, K., Lehn, J. M., Rees, C. W., von Rague Schleyer, P., Trost, B. M., Zahradnik, R., Eds.; Springer-Verlag: 1993.
    • (1899) Comp. Rend. , vol.128 , pp. 110
    • Barbier, P.1
  • 17
    • 0003527377 scopus 로고
    • The barbier reaction and related one-step processes
    • Hafner, K., Lehn, J. M., Rees, C. W., von Rague Schleyer, P., Trost, B. M., Zahradnik, R., Eds.; Springer-Verlag
    • Barbier, P. Comp. Rend. 1899, 128, 110. For a recent monograph, see Blomberg, C. The Barbier Reaction and Related One-Step Processes. In Reactivity and Structure: Concepts in Organic Chemistry; Hafner, K., Lehn, J. M., Rees, C. W., von Rague Schleyer, P., Trost, B. M., Zahradnik, R., Eds.; Springer-Verlag: 1993.
    • (1993) Reactivity and Structure: Concepts in Organic Chemistry
    • Blomberg, C.1
  • 22
    • 0033543497 scopus 로고    scopus 로고
    • and references therein
    • (c) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149 and references therein.
    • (1999) Tetrahedron , vol.55 , pp. 11149
    • Li, C.J.1    Chan, T.H.2
  • 24
    • 0042377643 scopus 로고
    • Wada, M.; Ohki, H.; Akiba, K. Y. Bull. Chem. Soc. Jpn. 1990, 63, 2751; J. Chem. Soc., Chem. Commun. 1987, 708.
    • (1987) J. Chem. Soc., Chem. Commun. , pp. 708
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    • Li, C. J.; Meng, Y.; Yi, X. H.; Ma, J. H.; Chan, T. H. J. Org. Chem. 1998, 63, 7498; J. Org. Chem. 1997, 62, 8632.
    • (1997) J. Org. Chem. , vol.62 , pp. 8632
  • 38
    • 0033527778 scopus 로고    scopus 로고
    • For recent reports of indium-mediated synthesis of 1,4-butadien-3-ylation of carbonyl compounds, see: (a) Melekhov, A.; Fallis, A. G. Tetrahedron Lett. 1999, 40, 7867.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 7867
    • Melekhov, A.1    Fallis, A.G.2
  • 40
  • 44
    • 85037521626 scopus 로고    scopus 로고
    • IMDA reaction 7f 22 under the same reaction condition did not give the bicyclic adduct. See, however, ref 22
    • IMDA reaction 7f 22 under the same reaction condition did not give the bicyclic adduct. See, however, ref 22.
  • 46
    • 85037511263 scopus 로고    scopus 로고
    • note
    • 1H NMR. If necessary, purification was performed by flash chromatography over silica gel using hexane and ethyl acetate as eluent.
  • 47
    • 37049151438 scopus 로고
    • Compound 7 was synthesized according to the literature: Johnson, A. W. J. Chem. Soc. 1946, 1009.
    • (1946) J. Chem. Soc. , pp. 1009
    • Johnson, A.W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.