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Volumn 65, Issue 16, 2000, Pages 4923-4929

Synthesis of racemic brevioxime and related model compounds

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL; AMINE; BREVIOXIME; CHLORIDE; INSECTICIDE; NITRILE; OXIME; THIOESTER; UNCLASSIFIED DRUG;

EID: 0034637487     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0003551     Document Type: Article
Times cited : (17)

References (56)
  • 10
  • 17
    • 0343487051 scopus 로고    scopus 로고
    • Reference 7
    • Cf.: (a) Reference 7.
  • 26
    • 0342617066 scopus 로고    scopus 로고
    • We initially used amine i, in which the eventual aldehyde function is masked as a carbon-carbon double bond. Unfortunately, after coupling with acid 11, we were unable to isolate characterizable products from attempts to cleave the double bond
    • We initially used amine i, in which the eventual aldehyde function is masked as a carbon-carbon double bond. Unfortunately, after coupling with acid 11, we were unable to isolate characterizable products from attempts to cleave the double bond.
  • 28
    • 0343051250 scopus 로고    scopus 로고
    • We prepared the compound, although it is commercially available
    • (b) We prepared the compound, although it is commercially available.
  • 32
    • 0342617064 scopus 로고    scopus 로고
    • We noticed that in runs giving a very high yield, the spent catalyst was inflammable
    • We noticed that in runs giving a very high yield, the spent catalyst was inflammable.
  • 36
    • 0343922891 scopus 로고    scopus 로고
    • No starting material was recovered
    • No starting material was recovered.
  • 43
    • 0343051248 scopus 로고    scopus 로고
    • note
    • 2O.
  • 48
    • 0343922890 scopus 로고    scopus 로고
    • Instead of the imidazolide, the corresponding derivative of 2,2′-carbonylbis(3,5-dioxo-4-methyl-1,2,4-oxadiazolidine) can be used (cf. ref 34)
    • Instead of the imidazolide, the corresponding derivative of 2,2′-carbonylbis(3,5-dioxo-4-methyl-1,2,4-oxadiazolidine) can be used (cf. ref 34).
  • 51
    • 0343922888 scopus 로고    scopus 로고
    • note
    • The characteristic signals are as follows: 23a, δ 5.07 (d, J = 3.8 Hz, 1 H); 23b, δ 5.24 (d, J = 3.5 Hz, 1 H); 34a, δ 5.03 (d, J = 3.7 Hz, 1 H); 34b, δ 5.20 (d, J = 3.5 Hz, 1 H).
  • 54
    • 0000565339 scopus 로고    scopus 로고
    • and references quoted therein
    • Mechanistic studies on the Dess-Martin reagent: De Munari, S.; Frigerio, M.; Santagostino, M. J. Org. Chem. 1996, 61, 9272-9279 and references quoted therein.
    • (1996) J. Org. Chem. , vol.61 , pp. 9272-9279
    • De Munari, S.1    Frigerio, M.2    Santagostino, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.