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Volumn 4, Issue 14, 2002, Pages 2433-2436

Ring strain and its effect on the rate of the general-base catalyzed enolization of cyclobutanone

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE;

EID: 0042809842     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0261938     Document Type: Article
Times cited : (7)

References (39)
  • 14
    • 0002347758 scopus 로고
    • Rappoport, Z., Ed.; Wiley: Chichester, UK
    • Keeffe, J. R.; Kresge, A. J. In The Chemistry of Enols; Rappoport, Z., Ed.; Wiley: Chichester, UK, 1990; p 399-480.
    • (1990) The Chemistry of Enols , pp. 399-480
    • Keeffe, J.R.1    Kresge, A.J.2
  • 21
    • 0042997281 scopus 로고    scopus 로고
    • note
    • 4. The pD of the reaction mixture was measured before the initiation of the reaction and after the reaction was complete. The pD was obtained by adding 0.4 to the observed pH reading (see ref 8b).
  • 23
    • 0041995655 scopus 로고    scopus 로고
    • note
    • 3 at 7.27 ppm. The NMR spectrum of the α-methylene protons was complicated by coupling to the methylene protons at the C3 position. To simplify the spectrum of the α-methylene protons, the protons in the C3 position (at 2 ppm) were subjected to inverse gated homonuclear decoupling (see refs 7e and 9b).
  • 27
    • 0041494658 scopus 로고    scopus 로고
    • note
    • CHD). The area of the triplet was calculated by multiplying the area of the measurable peak by three.
  • 28
    • 0042997279 scopus 로고    scopus 로고
    • note
    • (a) We have treated the four a-protons of 1 as being all equivalent. This analysis disregards the two potential dideuterated products that can be formed; however, these experiments are followed for exchange of 20% of the total α-protons, which is approximately 40% of the first α-proton of a single methylene unit. Similar experiments with acetone (see ref 7a) did not observe complicating dideuteration with similar incorporation percentages, and we did not observe any evidence suggesting this complication was occurring.
  • 35
    • 0041995654 scopus 로고    scopus 로고
    • 2O
    • 2O.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.