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Volumn 128, Issue 6, 2007, Pages 647-653

Synthesis of a new fluorinated oxazolidinone and its reactivity as a chiral auxiliary in Aldol reactions

Author keywords

Asymmetric Aldol condensation; Asymmetric synthesis; Organofluorinated compounds; Oxazolidinone

Indexed keywords


EID: 34248331730     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2007.03.001     Document Type: Article
Times cited : (9)

References (46)
  • 8
    • 0025113441 scopus 로고
    • For synthetic applications of asymmetric Aldol reactions see, for example:
    • For synthetic applications of asymmetric Aldol reactions see, for example:. Montgomery J., Wieber G.M., and Hegedus L.S. J. Am. Chem. Soc. 112 (1990) 6255-6263
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6255-6263
    • Montgomery, J.1    Wieber, G.M.2    Hegedus, L.S.3
  • 31
    • 0033578943 scopus 로고    scopus 로고
    • We obtained improved chemical yields for the acid (91 vs 61%) in the fluorination step using 2.2 equiv. of deoxofluor (dimethoxyethylaminotrifluorosulfurane) at room temperature for 24 h instead of DAST. See
    • We obtained improved chemical yields for the acid (91 vs 61%) in the fluorination step using 2.2 equiv. of deoxofluor (dimethoxyethylaminotrifluorosulfurane) at room temperature for 24 h instead of DAST. See. Lal G.S., Pez G.P., Pesaresi R.J., Prozonic F.M., and Cheng H. J. Org. Chem. 64 (1999) 7048-7054
    • (1999) J. Org. Chem. , vol.64 , pp. 7048-7054
    • Lal, G.S.1    Pez, G.P.2    Pesaresi, R.J.3    Prozonic, F.M.4    Cheng, H.5
  • 39
    • 34248375349 scopus 로고    scopus 로고
    • note
    • The ratio between diastereoisomers was determined by means of HPLC-MS analysis.
  • 42
    • 34248367503 scopus 로고    scopus 로고
    • note
    • In this reaction, only one anti-diastereoisomer was formed, as determined by means of HLPC-MS, but its isolation was not possible, and therefore its structure could not be assigned as anti-non-Evans or anti-Evans.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.