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Volumn 62, Issue 21, 1997, Pages 7516-7519

Highly stereoselective kinetic enolate formation: Steric vs electronic effects

Author keywords

[No Author keywords available]

Indexed keywords

DIASTEREO-SELECTIVITY; ELECTRONIC EFFECTS; ETHYL KETONES; LITHIUM AMIDE; LITHIUM DIISOPROPYLAMIDE; LITHIUM HEXAMETHYLDISILAZIDE; NATURAL PRODUCTS; STEREO-SELECTIVE;

EID: 0000826570     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo971260a     Document Type: Article
Times cited : (48)

References (32)
  • 3
    • 0000584420 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: New York
    • (c) Heathcock, C. H. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1984; Vol. 3, p 111.
    • (1984) Asymmetric Synthesis , vol.3 , pp. 111
    • Heathcock, C.H.1
  • 12
    • 0002652021 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: New York
    • (b) Evans, D. A. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1984; Vol. 3, p 1.
    • (1984) Asymmetric Synthesis , vol.3 , pp. 1
    • Evans, D.A.1
  • 18
    • 2142727813 scopus 로고
    • N-isopropyl(trimethylsilyl)amine is not commercially available and was prepared according to the procedure described
    • N-isopropyl(trimethylsilyl)amine is not commercially available and was prepared according to the procedure described: Courtois, G.; Miginiac, L. J. Organomet. Chem. 1988, 340, 127.
    • (1988) J. Organomet. Chem. , vol.340 , pp. 127
    • Courtois, G.1    Miginiac, L.2
  • 21
    • 33845377064 scopus 로고
    • Other modified transition state models have also been proposed. See
    • Other modified transition state models have also been proposed. See (a) Moreland, D. W.; Dauben, W. G. J. Am. Chem. Soc. 1985, 107, 2264.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 2264
    • Moreland, D.W.1    Dauben, W.G.2
  • 22
    • 84892599364 scopus 로고    scopus 로고
    • Reference 5d
    • (b) Reference 5d.
  • 24
    • 0003942864 scopus 로고
    • The A values for i-Pr, Ph, and TMS on a cyclohexane ring are 2.2, 2.8, and 2.5, respectively. For a list of A values, see: John Wiley and Sons, Inc.: New York
    • The A values for i-Pr, Ph, and TMS on a cyclohexane ring are 2.2, 2.8, and 2.5, respectively. For a list of A values, see: (a) Eliel, E. L; Wilen, S. H. In Stereochemistry of Organic Compounds; John Wiley and Sons, Inc.: New York, 1993; pp 696-7.
    • (1993) Stereochemistry of Organic Compounds , pp. 696-697
    • Eliel, E.L.1    Wilen, S.H.2
  • 31
    • 84892602501 scopus 로고    scopus 로고
    • note
    • The equilibrium constant for 1a enolates was measured in the presence of 20% excess ketone 1a. The ratio is independent of the nature of bases used.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.