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Volumn 9, Issue 7, 2007, Pages 1251-1253

Ni(0)-promoted hydroxycarboxylation of 1,2-dienes by reaction with CO 2 and O2

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EID: 34147155761     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070038h     Document Type: Article
Times cited : (32)

References (38)
  • 2
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    • Abel, E. W, Stone, F. G. A, Wilkinson, G, Eds, Elsevier Science Ltd, Oxford, UK
    • (d) Krysan, D. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier Science Ltd.: Oxford, UK, 1995; Vol. 12, p 959.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 959
    • Krysan, D.J.1
  • 5
    • 84891322500 scopus 로고    scopus 로고
    • Tamaru, Y, Ed, Wiley-VCH: Weinheim, Germany
    • (e) Modern Organonickel Chemistry; Tamaru, Y., Ed.; Wiley-VCH: Weinheim, Germany, 2005.
    • (2005) Modern Organonickel Chemistry
  • 6
    • 0000446082 scopus 로고
    • Trost, B. M, Fleming, I, Eds, Pergamon Press: Oxford
    • (f) Billington, D. C. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, p 423.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 423
    • Billington, D.C.1
  • 7
    • 34147160204 scopus 로고    scopus 로고
    • Reference 1c and references cited therein
    • (a) Reference 1c and references cited therein.
  • 17
    • 1542532567 scopus 로고
    • For reactions of σ- or π-allyl complexes with molecular oxygen, see; a
    • For reactions of σ- or π-allyl complexes with molecular oxygen, see; (a) Julia, M.; Lauron, H.; Verpeaux, J.-N. J. Organomet. Chem. 1990, 387, 365.
    • (1990) J. Organomet. Chem , vol.387 , pp. 365
    • Julia, M.1    Lauron, H.2    Verpeaux, J.-N.3
  • 20
    • 0032581628 scopus 로고    scopus 로고
    • For formation of oxygenated compounds as side products, see
    • For formation of oxygenated compounds as side products, see: Sato, Y.; Takanashi, T.; Hoshiba, M.; Mon, M. Tetrahedron Lett. 1998, 39, 5579.
    • (1998) Tetrahedron Lett , vol.39 , pp. 5579
    • Sato, Y.1    Takanashi, T.2    Hoshiba, M.3    Mon, M.4
  • 22
    • 0003365867 scopus 로고    scopus 로고
    • For examples of Ni(0)-promoted reaction of 1,2-dienes with CO 2, see: (a) Hoberg, H, Oster, B. W. J. Organomet. Chem. 1984, 266, 321
    • 2, see: (a) Hoberg, H.; Oster, B. W. J. Organomet. Chem. 1984, 266, 321.
  • 29
    • 34147122608 scopus 로고    scopus 로고
    • We are not certain whether this intermediate takes the form of the π-allyl or σ-allyl complex; however, we just refer to π-allyl in the text for the simplicity
    • We are not certain whether this intermediate takes the form of the π-allyl or σ-allyl complex; however, we just refer to π-allyl in the text for the simplicity.
  • 30
    • 34147181073 scopus 로고    scopus 로고
    • In our previous work ref 5, π-allylnickel intermediates formed by oxidative coupling of monosubstituted 1,2-dienes and CO2 easily underwent protonolysis by 1 M aq HCl at rt. The reactivity of π-allylnickel intermediates appears to be dependent on the substitution pattern of 1,2-dienes
    • 2 easily underwent protonolysis by 1 M aq HCl at rt. The reactivity of π-allylnickel intermediates appears to be dependent on the substitution pattern of 1,2-dienes.
  • 38
    • 34147169200 scopus 로고    scopus 로고
    • It is necessary to heat the π-allylnickel intermediate 2 in refluxing HCl-MeOH to cause the protonolysis of this intermediate.
    • It is necessary to heat the π-allylnickel intermediate 2 in refluxing HCl-MeOH to cause the protonolysis of this intermediate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.