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Volumn 6, Issue 26, 2004, Pages 5027-5029

A new chiral catalyst for the enantioselective Strecker synthesis of α-amino acids

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; ALPHA AMINO ACID; AMMONIA; HYDROGEN CYANIDE;

EID: 12344276522     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047698w     Document Type: Article
Times cited : (121)

References (42)
  • 3
    • 0041378065 scopus 로고    scopus 로고
    • For reviews of the catalytic asymmetric Strecker reactions, see: (a) Groger, H. Chem. Rev. 2003, 103, 2795. (b) Schreiner, P. R. Chem. Soc. Rev. 2003, 32, 289. (c) Wenzel, A. G.; Lalonde, M. P.; Jacobsen, E. N. Synlett 2003, 1919. (d) Spino, C. Angew. Chem., Int. Ed. 2004, 43, 1764. (e) Vachel, P.; Jacobsen, E. N. Compr. Asymmetric Catal., Suppl. 2004, 1, 117.
    • (2003) Chem. Rev. , vol.103 , pp. 2795
    • Groger, H.1
  • 4
    • 0346865819 scopus 로고    scopus 로고
    • For reviews of the catalytic asymmetric Strecker reactions, see: (a) Groger, H. Chem. Rev. 2003, 103, 2795. (b) Schreiner, P. R. Chem. Soc. Rev. 2003, 32, 289. (c) Wenzel, A. G.; Lalonde, M. P.; Jacobsen, E. N. Synlett 2003, 1919. (d) Spino, C. Angew. Chem., Int. Ed. 2004, 43, 1764. (e) Vachel, P.; Jacobsen, E. N. Compr. Asymmetric Catal., Suppl. 2004, 1, 117.
    • (2003) Chem. Soc. Rev. , vol.32 , pp. 289
    • Schreiner, P.R.1
  • 5
    • 0142091315 scopus 로고    scopus 로고
    • For reviews of the catalytic asymmetric Strecker reactions, see: (a) Groger, H. Chem. Rev. 2003, 103, 2795. (b) Schreiner, P. R. Chem. Soc. Rev. 2003, 32, 289. (c) Wenzel, A. G.; Lalonde, M. P.; Jacobsen, E. N. Synlett 2003, 1919. (d) Spino, C. Angew. Chem., Int. Ed. 2004, 43, 1764. (e) Vachel, P.; Jacobsen, E. N. Compr. Asymmetric Catal., Suppl. 2004, 1, 117.
    • (2003) Synlett , pp. 1919
    • Wenzel, A.G.1    Lalonde, M.P.2    Jacobsen, E.N.3
  • 6
    • 4344661511 scopus 로고    scopus 로고
    • For reviews of the catalytic asymmetric Strecker reactions, see: (a) Groger, H. Chem. Rev. 2003, 103, 2795. (b) Schreiner, P. R. Chem. Soc. Rev. 2003, 32, 289. (c) Wenzel, A. G.; Lalonde, M. P.; Jacobsen, E. N. Synlett 2003, 1919. (d) Spino, C. Angew. Chem., Int. Ed. 2004, 43, 1764. (e) Vachel, P.; Jacobsen, E. N. Compr. Asymmetric Catal., Suppl. 2004, 1, 117.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1764
    • Spino, C.1
  • 7
    • 12344329799 scopus 로고    scopus 로고
    • For reviews of the catalytic asymmetric Strecker reactions, see: (a) Groger, H. Chem. Rev. 2003, 103, 2795. (b) Schreiner, P. R. Chem. Soc. Rev. 2003, 32, 289. (c) Wenzel, A. G.; Lalonde, M. P.; Jacobsen, E. N. Synlett 2003, 1919. (d) Spino, C. Angew. Chem., Int. Ed. 2004, 43, 1764. (e) Vachel, P.; Jacobsen, E. N. Compr. Asymmetric Catal., Suppl. 2004, 1, 117.
    • (2004) Compr. Asymmetric Catal., Suppl. , vol.1 , pp. 117
    • Vachel, P.1    Jacobsen, E.N.2
  • 40
    • 12344332886 scopus 로고    scopus 로고
    • note
    • Pure N-allylimines were prepared by combining the corresponding aldehyde, magnesium sulfate, and allylamine in benzene at room temperature, removing solvent and distilling in vacuo. The imines were stored at -20°C (freezer) until use.
  • 41
    • 12344274714 scopus 로고    scopus 로고
    • note
    • +], 619.3396; found, 619.3386.
  • 42
    • 12344294789 scopus 로고    scopus 로고
    • note
    • 3N). Enantiomeric excess was determined by GC or HPLC analysis of the N-trifluoroacetyl α-amino nitriles using a chiral column as described in ref 9.


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