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Volumn 39, Issue 5, 2000, Pages 916-918

Discovery of a new efficient chiral ligand for copper-catalyzed enantioselective Michael additions by high-throughput screening of a parallel library

Author keywords

Asymmetric catalysis; C C coupling; Copper; Michael additions; Zinc

Indexed keywords

COPPER; LIGAND; SCHIFF BASE; ZINC;

EID: 0034599064     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000303)39:5<916::AID-ANIE916>3.0.CO;2-M     Document Type: Article
Times cited : (88)

References (34)
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    • (Eds.: J. E. Baldwin, P. D. Magnus), Tetrahedron Organic Chemistry Series, Pergamon, Oxford
    • a) P. Perlmutter in Conjugate Addition Reactions in Organic Synthesis, Vol. 9 (Eds.: J. E. Baldwin, P. D. Magnus), Tetrahedron Organic Chemistry Series, Pergamon, Oxford, 1992;
    • (1992) Conjugate Addition Reactions in Organic Synthesis , vol.9
    • Perlmutter, P.1
  • 4
    • 0001334338 scopus 로고    scopus 로고
    • b) N. Krause, A. Gerold, Angew. Chem. 1997, 109, 194-213; Angew. Chem. Int. Ed. Engl. 1997, 36, 186-204;
    • (1997) Angew. Chem. , vol.109 , pp. 194-213
    • Krause, N.1    Gerold, A.2
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    • 0030902124 scopus 로고    scopus 로고
    • b) N. Krause, A. Gerold, Angew. Chem. 1997, 109, 194-213; Angew. Chem. Int. Ed. Engl. 1997, 36, 186-204;
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 186-204
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    • 0001654244 scopus 로고    scopus 로고
    • a) Although the mechanistic path for this reaction has not yet been completely clarified, it is likely that mixed (Cu-Zn) organometallic species are involved in the catalytic step. For a brief review, see: N. Krause, Angew. Chem. 1998, 110, 295-297; Angew. Chem. Int. Ed. 1998, 37, 283-285;
    • (1998) Angew. Chem. , vol.110 , pp. 295-297
    • Krause, N.1
  • 8
    • 0032536551 scopus 로고    scopus 로고
    • a) Although the mechanistic path for this reaction has not yet been completely clarified, it is likely that mixed (Cu-Zn) organometallic species are involved in the catalytic step. For a brief review, see: N. Krause, Angew. Chem. 1998, 110, 295-297; Angew. Chem. Int. Ed. 1998, 37, 283-285;
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 283-285
  • 19
    • 0027144045 scopus 로고
    • 13C NMR spectroscopy after derivatization with (1R.2R) 1,2-diphenylethylenediamine (A. Alexakis, J. C. Frutos, P. Mangeney, Tetrahedron: Asymmetry 1993, 4, 2431-2434). The absolute configuration of 13 is unknown. The absolute configuration of 14 (3S) was determined by optical rotation: G. H. Posner, M. Hulce, Tetrahedron Lett. 1984, 25, 379-382.
    • (1993) Tetrahedron: Asymmetry , vol.4 , pp. 2431-2434
    • Alexakis, A.1    Frutos, J.C.2    Mangeney, P.3
  • 20
    • 0000104299 scopus 로고
    • 13C NMR spectroscopy after derivatization with (1R.2R) 1,2-diphenylethylenediamine (A. Alexakis, J. C. Frutos, P. Mangeney, Tetrahedron: Asymmetry 1993, 4, 2431-2434). The absolute configuration of 13 is unknown. The absolute configuration of 14 (3S) was determined by optical rotation: G. H. Posner, M. Hulce, Tetrahedron Lett. 1984, 25, 379-382.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 379-382
    • Posner, G.H.1    Hulce, M.2
  • 24
    • 0033520302 scopus 로고    scopus 로고
    • and references therein
    • c) B. Jandeleit, D. J. Schaefer, T. S. Powers, H. W. Turner, W. H. Weinberg, Angew. Chem. 1999, 111, 2648-2689; Angew. Chem. Int. Ed. 1999, 38, 2494-2532, and references therein.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 2494-2532
  • 31
    • 0342302744 scopus 로고    scopus 로고
    • note
    • Polymer-bound "dimethylaminopyridine" (4-(N-benzyl-N-methylamino)pyridine on polystyrene) is commercially available from the Aldrich Chemical Company.
  • 34
    • 0029764025 scopus 로고    scopus 로고
    • B. M. Cole, K. D. Shimizu, C. A. Krueger, J. P. A. Harrity, M. L. Snapper, A. H. Hoveyda, Angew. Chem. 1996, 108, 1776-1779; Angew. Chem. Int. Ed. Engl. 1996, 35, 1668-1671.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1668-1671


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.