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Volumn 40, Issue 20, 1999, Pages 3863-3866

Organometallic reactions in aqueous media. Allylation of aldehydes with diallylmercury or allylmercury bromide

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALLYLMERCURY BROMIDE; DIALLYLMERCURY; MERCURY; ORGANOMERCURY COMPOUND; UNCLASSIFIED DRUG; WATER;

EID: 0033553361     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00644-9     Document Type: Article
Times cited : (21)

References (27)
  • 1
    • 4243893500 scopus 로고
    • and references cited therein
    • [1] See the review: Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207 and references cited therein
    • (1993) Chem. Rev. , vol.93 , pp. 2207
    • Yamamoto, Y.1    Asao, N.2
  • 3
    • 0000677232 scopus 로고
    • (b) Li, C. J. Chem. Rev. 1993, 93, 2023
    • (1993) Chem. Rev. , vol.93 , pp. 2023
    • Li, C.J.1
  • 5
  • 8
    • 0003625966 scopus 로고
    • Chapter 17, Ed. Wilkinson, G.; Stone, F.G. A.; Abel, E. W., Pergamon, Oxford, U. K.
    • [4] (a) Wardell, J. L.: in Comprehensive Organometallic Chemistry, Vol. 2 Chapter 17, 1982, Ed. Wilkinson, G.; Stone, F.G. A.; Abel, E. W., Pergamon, Oxford, U. K.
    • (1982) Comprehensive Organometallic Chemistry , vol.2
    • Wardell, J.L.1
  • 10
    • 0013557489 scopus 로고    scopus 로고
    • note
    • 1H NMR and can be further purified by flash chromatography over silica gel. (B) With allymercury bromide: The reaction was performed with identical procedure as above but by adding THAB (1mmol) together with allylmercury bromide (Immol) instead of diallylmercury.
  • 20
    • 0344148449 scopus 로고    scopus 로고
    • and references cited therein
    • [8] The ease of allylation of the ketone carbonyl in this case is presumably due to chelating effect of the aliylindium intermediate with the hydroxy function. See Paquette, L.; Lobben, P. C. J. Org. Chem., 1998, 63, 5604 and references cited therein.
    • (1998) J. Org. Chem. , vol.63 , pp. 5604
    • Paquette, L.1    Lobben, P.C.2
  • 25
    • 0000774966 scopus 로고
    • For reduction of vicinal bromohydrins by metals in aqueous media, see: Chan, T. H.; Li, C. J. Organometallics 1990, 9, 2649
    • (1990) Organometallics , vol.9 , pp. 2649
    • Chan, T.H.1    Li, C.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.