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Volumn 7, Issue 23, 2001, Pages 5004-5010

Non-sequential processes for the transformation of a racemate into a single stereoisomeric product: Proposal for stereochemical classification

Author keywords

Asymmetric catalysis; Kinetic resolution; Stereochemical classification; Stereoinversion

Indexed keywords

ISOMERS;

EID: 0035802951     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20011203)7:23<5004::aid-chem5004>3.0.co;2-x     Document Type: Article
Times cited : (253)

References (83)
  • 5
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    • note
    • Although the original paper dealt with diastereomers, most of the later studies referred to enantiomers.
  • 6
    • 0004139080 scopus 로고
    • Wiley, New York
    • Although the term "asymmetric transformation of the second order" has been used for quite some time, it is misleading and should be replaced by the correct term "...second kind". See: J. Jacques, A. Collet, S. H. Wilen, Enantiomers, Racemates and Resolutions, Wiley, New York, 1981, p. 371.
    • (1981) Enantiomers, Racemates and Resolutions , pp. 371
    • Jacques, J.1    Collet, A.2    Wilen, S.H.3
  • 12
    • 0000698093 scopus 로고    scopus 로고
    • S - which was suitably denoted as s ("selectivity factor"), see ref. [8]. However, at about the same time, the so-called "enantiomeric ratio" (E) was introduced. The latter turned out to be a linguistically unfortunate choice of words, since it can be easily confused with the "enantiomer ratio" (er), a term for the description of the enantiomeric composition. See: K. Faber, Enantiomer 1997, 2, 411-414.
    • (1997) Enantiomer , vol.2 , pp. 411-414
    • Faber, K.1
  • 13
    • 19544376831 scopus 로고    scopus 로고
    • H. Hönig, A. Kleewein, K. Faber; free shareware programs "Selectivity-Mac" and "Selectivity-Win" for Macintosh and Windows are available via the Internet at http://borgc185.kfunigraz.ac.at.
    • Hönig, H.1    Kleewein, A.2    Faber, K.3
  • 20
    • 19544394701 scopus 로고    scopus 로고
    • A. Kleewein, K. Faber; free shareware programs "DynRes-Mac" and "DynRes-Win" for Macintosh and Windows will be available via the Internet at http://borgc185.kfunigraz.ac.at in the near future.
    • Kleewein, A.1    Faber, K.2
  • 24
    • 0033601434 scopus 로고    scopus 로고
    • In situ racemization of α-substituted ketones has been frequently observed during microbial asymmetric reduction forming diastereomeric sec-alcohols. Due to the involvement of whole viable cells, substrate racemization is rather difficult to control. For examples see: A. R. Maguire, N. O'Riordan, Tetrahedron Lett. 1999, 40, 9285-9288;
    • (1999) Tetrahedron Lett. , vol.40 , pp. 9285-9288
    • Maguire, A.R.1    O'Riordan, N.2
  • 45
    • 85087252448 scopus 로고    scopus 로고
    • note
    • 4.
  • 53
    • 85087251801 scopus 로고    scopus 로고
    • note
    • 0‡ 0).
  • 54
    • 85087251485 scopus 로고    scopus 로고
    • note
    • SC*C*.
  • 62
    • 0003631337 scopus 로고
    • (Ed.: S. Servi), NATO ASI Series C, Kluwer, Dordrecht
    • On the contrary, stereoinversion of (±)-β-hydroxycarboxylic esters by the fungus Geotrichum candidum was dependent on the presence of molecular oxygen. See: R. Azerad, D. Buisson in Microbial Reagents in Organic Synthesis, Vol. 381 (Ed.: S. Servi), NATO ASI Series C, Kluwer, Dordrecht, 1992, pp. 421-440.
    • (1992) Microbial Reagents in Organic Synthesis , vol.381 , pp. 421-440
    • Azerad, R.1    Buisson, D.2
  • 63
    • 0032555561 scopus 로고    scopus 로고
    • W. Kroutil, K. Faber, Tetrahedron: Asymmetry 1998, 9, 2901-2913. A computer program is available via the Internet at http://borgc185.kfunigraz.ac.at.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 2901-2913
    • Kroutil, W.1    Faber, K.2
  • 68
  • 76
    • 19544385251 scopus 로고    scopus 로고
    • note
    • The prefix "de" stems from ancient Greek "δισ" meaning "the opposite of".
  • 77
    • 85087251952 scopus 로고    scopus 로고
    • note
    • -1 under standard conditions. See ref. [3], p. 425.
  • 78
    • 0003744531 scopus 로고    scopus 로고
    • To date, 39 citations for "de-racemization" (out of 85) in Chem. Abstr. are applied in this broader sense.
    • Chem. Abstr.
  • 79
    • 19544363584 scopus 로고    scopus 로고
    • See ref. [5], p. 369
    • See ref. [5], p. 369.
  • 82
    • 19544384728 scopus 로고    scopus 로고
    • note
    • Historically, this has been observed for the first time during mutarotation of sugars.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.