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Volumn 125, Issue 17, 2003, Pages 5139-5151

Design of N-spiro C2-symmetric chiral quaternary ammonium bromides as novel chiral phase-transfer catalysts: Synthesis and application to practical asymmetric synthesis of α-amino acids

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; AMMONIUM COMPOUNDS; CATALYSIS; PHASE TRANSITIONS; X RAY DIFFRACTION ANALYSIS;

EID: 0037473547     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja021244h     Document Type: Article
Times cited : (334)

References (102)
  • 4
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    • ACS Symposium Series 659; American Chemical Society: Washington, DC
    • Halpern, M. E., Ed. Phase Transfer Catalysis; ACS Symposium Series 659; American Chemical Society: Washington, DC, 1997.
    • (1997) Phase-Transfer Catalysis
    • Halpern, M.E.1
  • 6
    • 0242681124 scopus 로고    scopus 로고
    • Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional, London; Chapter 14
    • (b) Shioiri, T. In Handbook of Phase-Transfer Catalysis: Sasson, Y.; Neumann, R., Eds.; Blackie Academic & Professional: London, 1997; Chapter 14.
    • (1997) Handbook of Phase-Transfer Catalysis
    • Shioiri, T.1
  • 9
    • 0002855131 scopus 로고    scopus 로고
    • Vogtle, F., Stoddart, J. F., Shibasaki, M., Eds.; Wiley-VCH: Weinheim
    • (e) Shioiri T.; Arai, S. In Stimulating Concepts in Chemistry; Vogtle, F., Stoddart, J. F., Shibasaki, M., Eds.; WILEY-VCH: Weinheim, 2000; p 123.
    • (2000) Stimulating Concepts in Chemistry , pp. 123
    • Shioiri, T.1    Arai, S.2
  • 16
    • 0242681123 scopus 로고    scopus 로고
    • ACS Symposium Series 659, Halpern, M. E., Ed.; American Chemical Society: Washington, DC; Chapter 10
    • (d) O'Donnell, M. J.; Esikova, I. A.; Shullenberger, D. F.; Wu, S. In Phase-Transfer Catalysis; ACS Symposium Series 659, Halpern, M. E., Ed.; American Chemical Society: Washington, DC, 1997; Chapter 10.
    • (1997) Phase-Transfer Catalysis
    • O'Donnell, M.J.1    Esikova, I.A.2    Shullenberger, D.F.3    Wu, S.4
  • 70
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  • 84
    • 4344681151 scopus 로고    scopus 로고
    • and references therein
    • For review: Knowles, W. S. Angew. Chem., Int. Ed. 2002, 41, 1999 and references therein.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1999
    • Knowles, W.S.1
  • 93
    • 85087539312 scopus 로고    scopus 로고
    • note
    • 2/MeOH = 30:1 to 10:1 as eluant (72% recovery yield). The recovered catalyst (R,R)-11f was reused several times without losing activity and enantioseltivity (second cycle: 80%, 98% ee; third cycle: 79%, 98% ee).
  • 94
    • 0242597294 scopus 로고    scopus 로고
    • note
    • After completion of the reaction, neutralization with 1 N HBr is recommended to attain higher recovery yield.
  • 100
    • 0242597293 scopus 로고    scopus 로고
    • U.S. Patent, 4,479,963, 1984
    • Gruenfeld, N. U.S. Patent, 4,479,963, 1984.
    • Gruenfeld, N.1
  • 102
    • 0242429156 scopus 로고    scopus 로고
    • U.S. Patent 3,496,219, 1970
    • Young, D. W. U.S. Patent 3,496,219, 1970.
    • Young, D.W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.