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Volumn 63, Issue 15, 1998, Pages 5179-5192

Reaction of (Trifluoromethyl)trimethylsilane with Oxazolidin-5-ones: Synthesis of Peptidic and Nonpeptidic Trifluoromethyl Ketones

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Indexed keywords


EID: 0001158422     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980443+     Document Type: Article
Times cited : (50)

References (44)
  • 2
    • 85034474015 scopus 로고
    • Selective Fluorination in Organic and Bioorganic Chemistry
    • Selective Fluorination in Organic and Bioorganic Chemistry; Welsh, J. T., Ed.; ACS Symposium Series 456, 1990; p 215.
    • (1990) ACS Symposium Series 456 , pp. 215
    • Welsh, J.T.1
  • 30
    • 85034461823 scopus 로고    scopus 로고
    • note
    • Different batches of commercially available TBAF solution in THF were found to be of varying efficiency as initiator of the trifluoromethylation. Best results were obtained using an "old bottle" of the reagent.
  • 31
    • 85034471089 scopus 로고    scopus 로고
    • note
    • Exemplary experimental data for 15b is included in the Experimental Section.
  • 35
    • 85034483241 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of 29 which showed extremely broadened signals.
  • 37
    • 0000589494 scopus 로고    scopus 로고
    • A number of methods have been developed to effect peptide coupling of sterically hindered, unreactive or unstable substrates; see for example: (a) Carpino, L. A.; Beyermann, M.; Wenschuh, H.; Bienert, M. Acc. Chem. Res. 1996, 29, 268-274.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 268-274
    • Carpino, L.A.1    Beyermann, M.2    Wenschuh, H.3    Bienert, M.4
  • 39
    • 85034467436 scopus 로고    scopus 로고
    • The assignment of the stereochemistry is based on a single-crystal X-ray analysis (see ref 21)
    • The assignment of the stereochemistry is based on a single-crystal X-ray analysis (see ref 21).
  • 41
    • 85034471581 scopus 로고    scopus 로고
    • note
    • The assignment of the stereochemistry is based on a single-crystal X-ray analysis the details of which will be published elsewhere.
  • 42
    • 85034478250 scopus 로고    scopus 로고
    • The experimental details for 15c have been published elsewhere (see ref 12b)
    • The experimental details for 15c have been published elsewhere (see ref 12b).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.