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Volumn 45, Issue 22, 2006, Pages 3677-3681

Chiral 4-phenyl-2-trifluoromethyloxazolidine: A high-performance chiral auxiliary for the alkylation of amides

Author keywords

Alkylation; Asymmetric synthesis; Chiral auxiliaries; Diastereoselectivity; Fluorine

Indexed keywords

ALKYLATION; CHEMICAL BONDS; FLUORINE; SYNTHESIS (CHEMICAL);

EID: 33746286961     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200600738     Document Type: Article
Times cited : (23)

References (75)
  • 52
    • 0032546913 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1998, 37, 1496-1513.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1496-1513
  • 69
    • 33746312352 scopus 로고    scopus 로고
    • note
    • The removal of the chiral auxiliary proved that no epimerization had occurred at C2 of the oxazolidine.
  • 71
    • 33746303567 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopy; the corresponding aldehyde 13 was also obtained as a side product (15% yield of the isolated product).
  • 72
    • 33746315387 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopic analysis of the corresponding Mosher ester) when the reaction was carried out at room temperature.
  • 74
    • 33746286888 scopus 로고    scopus 로고
    • note
    • The hydrolysis of the hemiacetal could be monitored by NMR spectroscopy.
  • 75
    • 33746277512 scopus 로고    scopus 로고
    • see Ref. [14]
    • One single diastereomer of the corresponding (R)-α-methyl- benzylamide was detected by GC; see Ref. [14].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.