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Volumn 8, Issue 21, 1997, Pages 3691-3697

Viable use of 2-substituted thiazolidine-4-methanol diastereoisomeric mixtures during asymmetric borane reduction of aromatic ketones

Author keywords

[No Author keywords available]

Indexed keywords

BORANE DERIVATIVE; KETONE; METHANOL DERIVATIVE; THIAZOLIDINE 4 METHANOL; UNCLASSIFIED DRUG;

EID: 0031566722     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00480-1     Document Type: Article
Times cited : (23)

References (32)
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    • 1. (a) For recent reviews, see: A. Togni, L. M. Venanzi, Angew. Chem. Int. Ed. Engl., 1994, 33, 497; L. Deloux, M. Srebnik, Chem. Rev., 1993, 93, 763; S. Wallbaum, J. Martens, Tetrahedron: Asymmetry, 1992, 3, 1475.
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    • Deloux, L.1    Srebnik, M.2
  • 3
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    • 1. (a) For recent reviews, see: A. Togni, L. M. Venanzi, Angew. Chem. Int. Ed. Engl., 1994, 33, 497; L. Deloux, M. Srebnik, Chem. Rev., 1993, 93, 763; S. Wallbaum, J. Martens, Tetrahedron: Asymmetry, 1992, 3, 1475.
    • (1992) Tetrahedron: Asymmetry , vol.3 , pp. 1475
    • Wallbaum, S.1    Martens, J.2
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    • 33845282886 scopus 로고
    • (b) E. L. Corey, R. K. Balkshi, S. Shibata, J. Am. Chem. Soc., 1987, 109, 5551; D. J. Mathre, A. S. Thompson, A. W Douglas, K. Hoogsteen, J. D. Carroll, E. G. Corley, E. J. Grabowski, J. Org. Chem., 1993, 58, 2880; E. L. Corey, C. J. Helal, Tetrahedron Lett., 1995, 36, 9153.
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    • (b) E. L. Corey, R. K. Balkshi, S. Shibata, J. Am. Chem. Soc., 1987, 109, 5551; D. J. Mathre, A. S. Thompson, A. W Douglas, K. Hoogsteen, J. D. Carroll, E. G. Corley, E. J. Grabowski, J. Org. Chem., 1993, 58, 2880; E. L. Corey, C. J. Helal, Tetrahedron Lett., 1995, 36, 9153.
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    • 10. M. S. Brown, H. Rapoport, J. Org. Chem., 1963, 28, 3261; N. A. Sasaki, C. Hashimoto, P. Potier, Tetrahedron Lett., 1987, 28, 6069.
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  • 29
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    • 1H NMR spectra, the diastereoisomer ratio can be determined by the integration of the appropiate signal (H at C-2)
    • 1H NMR spectra, the diastereoisomer ratio can be determined by the integration of the appropiate signal (H at C-2).
  • 30
    • 85036684778 scopus 로고    scopus 로고
    • E.e.s were determined by HPLC on a Chiracel OD column; mobile phase hexane/isopropanol (97/3); flow rate 1 mL/min; detector: UV 254 nm
    • 12. (a) E.e.s were determined by HPLC on a Chiracel OD column; mobile phase hexane/isopropanol (97/3); flow rate 1 mL/min; detector: UV 254 nm.
  • 31
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    • configurations were assigned by comparison with the sign of the optical rotation and known elution order from a chiracel OD column
    • (b) configurations were assigned by comparison with the sign of the optical rotation and known elution order from a chiracel OD column.
  • 32
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    • 3-THF were used
    • 3-THF were used.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.