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Volumn 347, Issue 15, 2005, Pages 1899-1903

Cyanation of N-acylhydrazones with trimethylsilyl cyanide promoted by a Brønsted base and a Lewis acid

Author keywords

Amines; Cyanides; Hydrazones; Lewis acids; Nucleophilic addition; Scandium

Indexed keywords


EID: 29144479358     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200505272     Document Type: Article
Times cited : (9)

References (38)
  • 14
    • 0041378065 scopus 로고    scopus 로고
    • for a review, see: n) H. Gröger, Chem. Rev. 2003, 103, 2795.
    • (2003) Chem. Rev. , vol.103 , pp. 2795
    • Gröger, H.1
  • 22
    • 0025877973 scopus 로고
    • and references cited therein
    • d) A. Lecoq, M. Marraud, Tetrahedron Lett. 1991, 32, 2765, and references cited therein.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 2765
    • Lecoq, A.1    Marraud, M.2
  • 32
    • 29144444389 scopus 로고    scopus 로고
    • note
    • Preliminary attempts to achieve enantioselective cyanation by chiral amines such as (-)-cinchonidine or (-)-spartaine resulted in almost no chiral induction.
  • 33
    • 29144534115 scopus 로고    scopus 로고
    • note
    • This might be ascribed to the deprotonation/protonation ability of amines or their Lewis basicity toward TMSCN.
  • 36
    • 29144447757 scopus 로고    scopus 로고
    • note
    • 4 (25%).
  • 37
    • 29144536235 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-277486. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK [fax.: (internat.) +44 1223/336-033; e-mail: deposit@ ccdc.cam.ac.uk].
  • 38
    • 29144510152 scopus 로고    scopus 로고
    • [1b, e]
    • [1b, e]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.