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Volumn 75, Issue 16, 2010, Pages 5643-5660

Seeking passe-partout in the catalytic asymmetric aziridination of imines: Evolving toward substrate generality for a single chemzyme

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC ALDEHYDES; ARYL ALDEHYDES; ASYMMETRIC INDUCTION; AZIRIDINATION; AZIRIDINES; DIAZOACETAMIDE; DIAZOACETATE; DIFFERENT PROTOCOLS; ELECTRON-RICH; HIGH YIELD; LOW-YIELD;

EID: 77955675409     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101160c     Document Type: Article
Times cited : (49)

References (45)
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    • (2004) Tetrahedron , vol.60 , pp. 2701-2743
    • Hu, X.E.1
  • 13
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    • Lu, P. Tetrahedron 2010, 66, 2549
    • (2010) Tetrahedron , vol.66 , pp. 2549
    • Lu, P.1
  • 17
    • 0033516315 scopus 로고    scopus 로고
    • For catalytic asymmetric aziridinations of imines and diazo compounds with VANOL and VAPOL ligands, see
    • For catalytic asymmetric aziridinations of imines and diazo compounds with VANOL and VAPOL ligands, see: Antilla, J. C.; Wulff, W. D. J. Am. Chem. Soc. 1999, 121, 5099-5100
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 5099-5100
    • Antilla, J.C.1    Wulff, W.D.2
  • 27
    • 33748640005 scopus 로고    scopus 로고
    • For catalytic asymmetric aziridinations of imines and diazo compounds with other ligands, see
    • For catalytic asymmetric aziridinations of imines and diazo compounds with other ligands, see: Rasumussen, K. G.; Jorgensen, K. A. J. Chem. Soc., Perkin Trans. 1 1997, 1287
    • (1997) J. Chem. Soc., Perkin Trans. 1 , pp. 1287
    • Rasumussen, K.G.1    Jorgensen, K.A.2
  • 36
    • 67650333104 scopus 로고    scopus 로고
    • For a mechanistically different catalyst with imines and diazo compounds, see
    • For a mechanistically different catalyst with imines and diazo compounds, see: Ranocchiari, M.; Mezzetti, A. Organometallics 2009, 28, 3611
    • (2009) Organometallics , vol.28 , pp. 3611
    • Ranocchiari, M.1    Mezzetti, A.2
  • 37
    • 77955673273 scopus 로고    scopus 로고
    • Alternatively, bromide 21b can be made from the inexpensive 2,6-dimethylphenol; see Supporting Information
    • Alternatively, bromide 21b can be made from the inexpensive 2,6-dimethylphenol; see Supporting Information.
  • 41
    • 77955701551 scopus 로고    scopus 로고
    • The reactions of imines with secondary diazoacetamides have been reported to give trans aziridines: see refs 5g and 5i
    • The reactions of imines with secondary diazoacetamides have been reported to give trans aziridines: see refs 5g and 5i.
  • 45
    • 77955677837 scopus 로고    scopus 로고
    • VANOL and VAPOL are also commercially available from Aldrich Chemical Co., Inc. and Strem Chemicals
    • VANOL and VAPOL are also commercially available from Aldrich Chemical Co., Inc. and Strem Chemicals.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.