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Volumn 55, Issue 41, 1999, Pages 12045-12058

Asymmetric synthesis of novel highly sterically constrained (2S,3S)-3- methyl-3-trifluoromethyl- and (2S,3S,4R)-3-trifluoromethyl-4- methylpyroglutamic acids

Author keywords

Addition reactions; Amino acids and derivatives; Asymmetric synthesis; Mechamism

Indexed keywords

AMINO ACID DERIVATIVE; BENZYL DERIVATIVE; GLUTAMIC ACID DERIVATIVE; GLYCINE; METHYL GROUP; NICKEL; PYROGLUTAMIC ACID DERIVATIVE; SCHIFF BASE;

EID: 0033536604     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00710-3     Document Type: Article
Times cited : (121)

References (66)
  • 2
    • 0009706496 scopus 로고    scopus 로고
    • The rapidly growing list of amino acids isolated from various natural sources makes the terms unnatural, or non-proteinogenic amino acids, which are most frequently used in the literature, dependent on the success of specific scientific achievements. For instance, amino acids containing the xenobiotic element fluorine have been shown to be synthesized by microorganisms (see ref. 3). Therefore, the time independent term tailor-made, meaning rationally designed/synthesized amino acids, in the absence of a better definition, is used in this paper
    • The rapidly growing list of amino acids isolated from various natural sources makes the terms unnatural, or non-proteinogenic amino acids, which are most frequently used in the literature, dependent on the success of specific scientific achievements. For instance, amino acids containing the xenobiotic element fluorine have been shown to be synthesized by microorganisms (see ref. 3). Therefore, the time independent term tailor- made, meaning rationally designed/synthesized amino acids, in the absence of a better definition, is used in this paper.
  • 25
    • 0009667204 scopus 로고    scopus 로고
    • Refs. 1-69 in the review 4a
    • (f) Refs. 1-69 in the review 4a.
  • 27
  • 55
    • 0009706331 scopus 로고    scopus 로고
    • Ojima, I; McCarthy, J. R.; Welch, J. T., Eds.; ACS Books, American Chemical Society: Washington, D. C., Chapter 2. For successive papers see
    • (d) Soloshonok, V. A. In Biomedical Frontiers of Fluorine Chemistry; Ojima, I; McCarthy, J. R.; Welch, J. T., Eds.; ACS Books, American Chemical Society: Washington, D. C., 1996; Chapter 2.
    • (1996) Biomedical Frontiers of Fluorine Chemistry
    • Soloshonok, V.A.1
  • 60
    • 0009704205 scopus 로고    scopus 로고
    • note
    • 1H-NMR spectra of the complexes containing α-(L)- and α-(D)-amino acids also are very characteristic, featuring substantial differences in chemical shifts of aromatic and methylene protons of the (N-benzyl)proline moiety.
  • 61
    • 0009672988 scopus 로고    scopus 로고
    • 1H-NMR data was also confirmed by X-ray analysis of the (2S,3S)-configured diastereomer; see ref. 1.
    • 1H-NMR data was also confirmed by X-ray analysis of the (2S,3S)-configured diastereomer; see ref. 1.
  • 62
    • 0009672657 scopus 로고    scopus 로고
    • 8 electronic configuration; for more details see refs. 18
    • 8 electronic configuration; for more details see refs. 18.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.