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Volumn , Issue 18, 2005, Pages 3179-3180

Preparation of 3-oxocyclohex-1-ene-1-carbonitrile

Author keywords

Nitrile; Oxidation; Oxonitrile; Synthesis

Indexed keywords

CHROMIUM COMPOUNDS; OXIDATION; SYNTHESIS (CHEMICAL);

EID: 28344457985     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-872177     Document Type: Article
Times cited : (11)

References (26)
  • 5
    • 28344431555 scopus 로고    scopus 로고
    • Chem. Abstr. 1999, 131, 736759.
    • (1999) Chem. Abstr. , vol.131 , pp. 736759
  • 12
    • 28344438567 scopus 로고    scopus 로고
    • note
    • Available from Organometallics Inc.
  • 17
    • 0002808974 scopus 로고
    • Fleming, I.; Trost, B. M., Eds.; Pergamon: Oxford
    • (b) Lee, T. V. In Comprehensive Organic Synthesis, Vol. 7; Fleming, I.; Trost, B. M., Eds.; Pergamon: Oxford, 1991, 291-303.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 291-303
    • Lee, T.V.1
  • 21
    • 84985609322 scopus 로고
    • Attempts to optimize the selenium dioxide oxidation of 1 afforded low yields of 2 despite excellent results with related unsaturated esters: Bestmann, H. J.; Schobert, R. Angew. Chem., Int. Ed. Engl. 1985, 24, 791.
    • (1985) Angew. Chem., Int. Ed. Engl. , vol.24 , pp. 791
    • Bestmann, H.J.1    Schobert, R.2
  • 24
    • 28344451159 scopus 로고    scopus 로고
    • The lack of oxidation may be due to competitive metal ligation of the nitrile as occurs with dirhodium(II) caprolactamate: Doyle M. P. personal communication
    • (b) The lack of oxidation may be due to competitive metal ligation of the nitrile as occurs with dirhodium(II) caprolactamate: Doyle M. P. personal communication.
  • 26
    • 28344442450 scopus 로고    scopus 로고
    • note
    • 2-hexanes (1.5:1) as optimal, although a stepped EtOAc-hexanes gradient (3:17, 1:4, 1:3) permitted isolation of 2.30 g of 2 in 64% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.