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Volumn 64, Issue 8, 1999, Pages 2830-2834

Unsaturated nitriles: Precursors for a domino ozonolysis-aldol synthesis of oxonitriles

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTENYLACETONITRILE; NITRILE; OXONITRILE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033574489     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9822885     Document Type: Article
Times cited : (21)

References (48)
  • 2
    • 0002627233 scopus 로고
    • and Table 11 (pp 254-272) in particular
    • For doubly activated alkenes prepared by selenoxide elimination, see: (b) Reich, H. J.; Wollowitz, S. Org. React. 1993, 44, 1-296 and Table 11 (pp 254-272) in particular.
    • (1993) Org. React. , vol.44 , pp. 1-296
    • Reich, H.J.1    Wollowitz, S.2
  • 29
    • 0345483075 scopus 로고
    • #109891
    • (c) Lee, I.; Han, E. S. Hsksurwon Nonmunjip, Cha'yon Kwahak P'yon 1983, 22, 43; Chem. Abstr. 1984 101, #109891.
    • (1984) Chem. Abstr. , vol.101
  • 36
    • 0345051465 scopus 로고    scopus 로고
    • note
    • Oakwood Products supplies cyclopenteneacetonitrile at $1.21/g for 100 g quantities.
  • 41
    • 9344244708 scopus 로고    scopus 로고
    • 1H NMR spectra of concentrated solutions of 3 (165 mg/mL) exhibit significant spectral shifts (Δv = 0.5 ppm for the olefinic proton) relative to more dilute spectra (∼10 mg/mL), which suggests the presence of dimeric aggregates: Ilich, P.; Mishra, P. K.; Macura, S.; Burghardt, T. P. Spectrochim. Acta A 1996, 52, 1323.
    • (1996) Spectrochim. Acta A , vol.52 , pp. 1323
    • Ilich, P.1    Mishra, P.K.2    Macura, S.3    Burghardt, T.P.4
  • 44
    • 0000631206 scopus 로고
    • 2CN with 19e affords only trace amounts (8%) of 20e. The main component is tentatively assigned as the conjugated enoate resulting from elimination of trimethylsiloxide. For a related example, see: Martin, V. A.; Murray, D. H.; Pratt, N. E.; Zhao, Y.-B.; Albizati, K. F. J. Am. Chem. Soc. 1990, 112, 6965.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6965
    • Martin, V.A.1    Murray, D.H.2    Pratt, N.E.3    Zhao, Y.-B.4    Albizati, K.F.5
  • 46
    • 0344620834 scopus 로고    scopus 로고
    • note
    • Prepared by ozonolysis of commercially available methyl 3-oxo-6-octenoate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.