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Volumn 7, Issue 6, 2005, Pages 1189-1191

Pyridine-catalyzed addition of diaryl-1,2-diones to dimethyl butynedioate leading to the formation of 1,2-diaroyl dimethyl maleates via an unprecedented rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

BUTANE; DIMETHYLBUTYNEDIOIC ACID; KETONE DERIVATIVE; MALEIC ACID DERIVATIVE; METHYL GROUP; UNCLASSIFIED DRUG;

EID: 18244397170     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol050225k     Document Type: Article
Times cited : (50)

References (22)
  • 12
    • 18244384318 scopus 로고    scopus 로고
    • note
    • Yield based on recovered benzil is 92%.
  • 13
    • 18244403865 scopus 로고    scopus 로고
    • note
    • CCDC file no. 250731 contains the supplementary crystallographic data for this paper. See Supporting Information for details.
  • 15
    • 33644657817 scopus 로고
    • von Liebig, J. Annalen 1838, 25, 27. It is appropriate to refer to the benzilic acid rearrangement discovered at the dawn of Organic Chemistry by Justus von Liebig, one of the founding fathers of the discipline, as Liebig benzilic acid rearrangement or Liebig rearrangement.
    • (1838) J. Annalen , vol.25 , pp. 27
    • Von Liebig1
  • 16
    • 1842273503 scopus 로고
    • For reviews on benzilic acid rearrangements, see: (a) Selman, S.; Eastham, J. F. Quart. Rev. Chem. Soc. 1960, 14, 221. (b) Gill, G. B. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY, 1991; Vol. 3, p 821.
    • (1960) Quart. Rev. Chem. Soc. , vol.14 , pp. 221
    • Selman, S.1    Eastham, J.F.2
  • 17
    • 0000314677 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY
    • For reviews on benzilic acid rearrangements, see: (a) Selman, S.; Eastham, J. F. Quart. Rev. Chem. Soc. 1960, 14, 221. (b) Gill, G. B. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY, 1991; Vol. 3, p 821.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 821
    • Gill, G.B.1
  • 21
    • 37049094768 scopus 로고
    • 5a has been previously reported as a minor byproduct (3%) formed in the thermal rearrangement of the corresponding furan endoperoxide (Graziano, M, L.; Iesce, M. R.; Scrapati, R. J. Chem. Soc., Perkin Trans. 1 1982, 2007. It should be noted that no evidence for its structure is provided in this paper).
    • (1982) J. Chem. Soc., Perkin Trans. 1 , pp. 2007
    • Graziano, M.L.1    Iesce, M.R.2    Scrapati, R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.