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Volumn 39, Issue 31, 1998, Pages 5537-5540

Novel N→C acyl migration reaction of acyclic imides: A facile method for α-aminoketones and β-aminoalcohols

Author keywords

Amino ketones; Carbanions; Imides; Migration

Indexed keywords

AMINOALCOHOL; AMINOKETONE; IMIDE;

EID: 0032581517     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01093-4     Document Type: Article
Times cited : (57)

References (23)
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    • 1. Günter, B. Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1992; Vol.6, p.409.
    • (1992) Comprehensive Organic Synthesis , vol.6 , pp. 409
    • Günter, B.1
  • 2
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    • Helmchen, G.; Hoffmann, R.W.; Mulzer, J.; Schaumann, E., Eds,: Thieme: Stuttgart·New York, Workbench Edition E21
    • 2. Hogberg, H.-E. Houhen-Weyl, Methods of Organic Chemistry: Stereoselective Synthesis, Helmchen, G.; Hoffmann, R.W.; Mulzer, J.; Schaumann, E., Eds,: Thieme: Stuttgart·New York. 1996; Workbench Edition E21 Vol. 2, p883; Braun M. ibid.; Workbench Edition E21 Vol. 3. p1603.
    • (1996) Houhen-Weyl, Methods of Organic Chemistry: Stereoselective Synthesis , vol.2 , pp. 883
    • Hogberg, H.-E.1
  • 3
    • 0000922736 scopus 로고    scopus 로고
    • Workbench Edition E21
    • 2. Hogberg, H.-E. Houhen-Weyl, Methods of Organic Chemistry: Stereoselective Synthesis, Helmchen, G.; Hoffmann, R.W.; Mulzer, J.; Schaumann, E., Eds,: Thieme: Stuttgart·New York. 1996; Workbench Edition E21 Vol. 2, p883; Braun M. ibid.; Workbench Edition E21 Vol. 3. p1603.
    • Houhen-Weyl, Methods of Organic Chemistry: Stereoselective Synthesis , vol.3 , pp. 1603
    • Braun, M.1
  • 4
  • 14
    • 84990083294 scopus 로고
    • 11. Grehn, L.; Ragnarsson, U. Angew. Chem. Int. Ed. Engl 1985, 25, 510-511. Grehn, L.; Ragnarsson, U. Synthesis 1987, 275-276.
    • (1987) Synthesis , pp. 275-276
    • Grehn, L.1    Ragnarsson, U.2
  • 15
    • 0010459834 scopus 로고    scopus 로고
    • note
    • 4, filtered, and concentrated in vacuo. The residue was purified by column chromatography (silica gel, ethyl acetate-hexane = 1 : 9) to give the imide 6 (702 mg, 96 %) as a colorless oil.
  • 18
    • 0010498231 scopus 로고    scopus 로고
    • note
    • 3) δ 1.46 (9H,s), 6.02 (1H, br), 6.26-6.28 (1H, d), 7.22-7.52 (8H, m), 7.95-7.96 (2H, d, J = 7.3 Hz).
  • 20
    • 0010527384 scopus 로고    scopus 로고
    • note
    • 17. HPLC analysis was carried out usine Daicel Chiralcel OD-H with n-hexane-i-PrOH (99 : 1 ).
  • 22
    • 0028238055 scopus 로고
    • 3-carbanion centers adjacent to oxygen function, see a) Carsteus, A.; Hoppe, D. Tetrahedron 1994, 50, 6097-6108.
    • (1994) Tetrahedron , vol.50 , pp. 6097-6108
    • Carsteus, A.1    Hoppe, D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.