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Volumn 70, Issue 10, 2005, Pages 3845-3849

Cyclic nitriles: Diastereoselective alkylations

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; COPPER; ION EXCHANGE; NITRILE RESINS; REACTION KINETICS; STEREOCHEMISTRY;

EID: 18744411274     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0501184     Document Type: Article
Times cited : (27)

References (91)
  • 3
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    • Nitriles are powerful inductive stabilizing groups with weak delocalizing effects: (a) Richard, J. P.; Williams, G.; Gao, J. J. Am. Chem. Soc. 1999, 121, 715.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 715
    • Richard, J.P.1    Williams, G.2    Gao, J.3
  • 18
    • 18744406436 scopus 로고    scopus 로고
    • note
    • Lithiated cyclopropanenitrile 2 is unique in having N- and C-coordination.
  • 67
    • 18744376139 scopus 로고    scopus 로고
    • note
    • (b) Reference 20.
  • 73
    • 18744362281 scopus 로고    scopus 로고
    • note
    • For general discussions see: (a) reference 4.
  • 74
    • 0343851135 scopus 로고    scopus 로고
    • Alkylation of ester enolates
    • Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds. Houben-Weyl: New York
    • (b) Frater, G. Alkylation of Ester Enolates. In Stereoselective Synthesis; Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds. Houben-Weyl: New York, 1996; Vol. 2, pp 723-790.
    • (1996) Stereoselective Synthesis , vol.2 , pp. 723-790
    • Frater, G.1
  • 75
    • 0002782655 scopus 로고
    • Alkylations of enols and enolates
    • Trost, B. M.; Fleming, I., Eds.; Oxford: Pergamon
    • (c) Caine, D. Alkylations of Enols and Enolates. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Oxford: Pergamon: 1991; Vol. 3, pp 1-63.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 1-63
    • Caine, D.1
  • 76
    • 18744389598 scopus 로고
    • J. D., Ed.; Academic Press: New York, Chapter 1
    • (d) Evans, D. A. In Asymmetric Synthesis Morrison, J. D., Ed.; Academic Press: New York, 1984; Vol. 3, Chapter 1.
    • (1984) Asymmetric Synthesis Morrison , vol.3
    • Evans, D.A.1
  • 77
    • 0013583157 scopus 로고
    • Alkylation with sterically demanding iodomethyltributylstannane occurs exclusively from the equatorial direction: Pearlman, B. A.; Putt, S. R.; Fleming, J. A. J. Org. Chem. 1985, 50, 3625.
    • (1985) J. Org. Chem. , vol.50 , pp. 3625
    • Pearlman, B.A.1    Putt, S.R.2    Fleming, J.A.3
  • 80
    • 18744369749 scopus 로고    scopus 로고
    • note
    • (diagram presented) The supplementary crystallographic data for i, CCDC no. 259789, can be obtained free of charge via www.ccdc.cam.ac.uk/conts/ retrieving.html or from the Cambridge Crystallographic Data Center, 12 Union Road, Cambridge CB2 1EZ, UK (fax +44 1223 336033; or deposit@ccdc.cam.ac.uk.).
  • 81
    • 18744383468 scopus 로고    scopus 로고
    • note
    • 2 afforded the corresponding amidine.
  • 87
    • 18744407978 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra. The variable ratios observed in Table 2, entries 6 and 7, most likely reflect the small quantities isolated for the minor isomer.
  • 91
    • 18744372569 scopus 로고    scopus 로고
    • note
    • 26


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.