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Volumn 43, Issue 13, 2004, Pages 1679-1681

Copper(II)-catalyzed highly enantioselective addition of enamides to imines: The use of einamides as nucleophiles in asymmetric catalysis

Author keywords

1,3 diamines; Amino acids; Asymmetric catalysis; Copper; Enamides

Indexed keywords

AMINES; AMINO ACIDS; CATALYSIS; YIELD STRESS;

EID: 4544283548     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200353237     Document Type: Article
Times cited : (132)

References (27)
  • 12
    • 4544279947 scopus 로고    scopus 로고
    • note
    • The absolute configuration was determined to be the R enantiomer by comparison with the authentic sample.
  • 14
    • 4544240558 scopus 로고    scopus 로고
    • note
    • The E- and Z-enamide isomers were separated and isolated by column chromatography.
  • 24
    • 4544388392 scopus 로고    scopus 로고
    • note
    • Experimental details are given in the Supporting Information.
  • 25
    • 4544313718 scopus 로고    scopus 로고
    • note
    • 2: C 61.53, H 4.61, N 3.88; found: C 61.37, H 4.70, N 3.80. Further details are given in the Supporting Information. CCDC-224229 (8) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from www.ccdc.cam.ac.uk/conts/retrieving.html, from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; or deposit@ccdc.cam.ac.uk.
  • 26
    • 0242350190 scopus 로고    scopus 로고
    • Several di-μ-hydrodicopper(II) complexes are already known. The aerobic oxidation of a catechol derivative to the corresponding quinone (achiral synthesis) using the dicopper catalyst was reported: M. Kodera, T. Kawata, K. Kano, Y. Tachi, S. Itoh, S. Kojo. Bull. Chem. Soc. Jpn. 2003, 76, 1957.
    • (2003) Bull. Chem. Soc. Jpn. , vol.76 , pp. 1957
    • Kodera, M.1    Kawata, T.2    Kano, K.3    Tachi, Y.4    Itoh, S.5    Kojo, S.6
  • 27
    • 4544234335 scopus 로고    scopus 로고
    • note
    • Enamide 2d was treated with 1a in dichloromethane at 0°C for 15 min in the presence of 8 (10 mol %) to afford 5 aa in a yield of 78% and 8% ee.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.