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Volumn 44, Issue 38, 2003, Pages 7163-7166

Dibutyltin dimethoxide-catalyzed aldol reaction of enol trichloroacetates

Author keywords

Aldehydes; Catalytic aldol reaction; Dibutyltin dimethoxide; Enol trichloroacetates; hydroxy ketones

Indexed keywords

ACETIC ACID DERIVATIVE; ALDEHYDE DERIVATIVE; DIBUTYLTIN DIMETHOXIDE; KETONE DERIVATIVE; OXIDE; UNCLASSIFIED DRUG;

EID: 0042510233     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01840-9     Document Type: Article
Times cited : (22)

References (18)
  • 1
    • 0000851696 scopus 로고
    • Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon: Oxford, and related chapters;
    • For reviews, see: (a) Heathcock, C. H. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon: Oxford, 1991; Vol. 2, p. 133 and related chapters; (b) Braun, M. In Houben-Weyl: Methods of Organic Chemistry; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E 21, p. 1603.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 133
    • Heathcock, C.H.1
  • 2
    • 0001524205 scopus 로고
    • Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart
    • For reviews, see: (a) Heathcock, C. H. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon: Oxford, 1991; Vol. 2, p. 133 and related chapters; (b) Braun, M. In Houben-Weyl: Methods of Organic Chemistry; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E 21, p. 1603.
    • (1995) Houben-Weyl: Methods of Organic Chemistry , vol.E 21 , pp. 1603
    • Braun, M.1
  • 3
    • 0001524205 scopus 로고
    • Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart
    • For reviews, see: (a) Heathcock, C. H. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Heathcock, C. H., Eds.; Pergamon: Oxford, 1991; Vol. 2, p. 133 and related chapters; (b) Braun, M. In Houben-Weyl: Methods of Organic Chemistry; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E 21, p. 1603.
    • (1995) Houben-Weyl: Methods of Organic Chemistry , vol.E 21 , pp. 1603
    • Braun, M.1
  • 8
    • 0003949622 scopus 로고
    • Butterworths: London
    • For reviews, see: (a) Pereyre, M.; Quintard, J.-P.; Rahm, A. Tin in Organic Synthesis; Butterworths: London, 1987; p. 286; (b) Davies, A. G. Organotin Chemistry; VCH: Weinheim, 1997; p. 185.
    • (1987) Tin in Organic Synthesis , pp. 286
    • Pereyre, M.1    Quintard, J.-P.2    Rahm, A.3
  • 9
    • 0004063249 scopus 로고    scopus 로고
    • VCH: Weinheim
    • For reviews, see: (a) Pereyre, M.; Quintard, J.-P.; Rahm, A. Tin in Organic Synthesis; Butterworths: London, 1987; p. 286; (b) Davies, A. G. Organotin Chemistry; VCH: Weinheim, 1997; p. 185.
    • (1997) Organotin Chemistry , pp. 185
    • Davies, A.G.1
  • 13
    • 85031066533 scopus 로고    scopus 로고
    • Yields of the product obtained by the reaction using various enol esters of cyclohexanone: for enol acetate (rt, 8 h), 3%; for enol trichloroacetate (rt, 2 h), 49%; for enol trifluoroacetate (rt, 1 h), 42%; for enol triflate (80°C, 6 h), <1%; for enol diphenylphosphate (80°C, 6 h), 5%
    • Yields of the product obtained by the reaction using various enol esters of cyclohexanone: for enol acetate (rt, 8 h), 3%; for enol trichloroacetate (rt, 2 h), 49%; for enol trifluoroacetate (rt, 1 h), 42%; for enol triflate (80°C, 6 h), <1%; for enol diphenylphosphate (80°C, 6 h), 5%.
  • 14
    • 85031072052 scopus 로고    scopus 로고
    • note
    • 8.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.