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Volumn 65, Issue 17, 2000, Pages 5152-5160

Aldol addition of lithium and boron enolates of 1,3-dioxan-5-ones to aldehydes. A new entry into monosaccharide derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; BORON DERIVATIVE; KETONE DERIVATIVE; KETOSE;

EID: 0034714493     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0002238     Document Type: Article
Times cited : (52)

References (63)
  • 1
    • 0000487061 scopus 로고
    • Trost, B. M., Ed.; Pergamon: Oxford, U.K.
    • (a) Heathcock, C. H. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon: Oxford, U.K., 1991; Vol. 2, p 181.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 181
    • Heathcock, C.H.1
  • 7
    • 0002850104 scopus 로고
    • Ottow, E., Schollkopf, K., Schulz, B.-G., Eds.; Springer: Berlin
    • For other pertinent studies of reactions and synthetic applications of dioxanones see: (a) Enders, D. In Stereoselective Synthesis; Ottow, E., Schollkopf, K., Schulz, B.-G., Eds.; Springer: Berlin, 1994; p 63.
    • (1994) Stereoselective Synthesis , pp. 63
    • Enders, D.1
  • 12
    • 0001569211 scopus 로고
    • LiBr and other additives greatly affect aldol diastereoselectivity in some systems: (a) Majewski, M.; Gleave, D. M. Tetrahedron Lett. 1989, 30, 5681.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 5681
    • Majewski, M.1    Gleave, D.M.2
  • 14
    • 0000584420 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: Toronto
    • Heathcock, C. H. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: Toronto, 1984; Vol. 3, p 111.
    • (1984) Asymmetric Synthesis , vol.3 , pp. 111
    • Heathcock, C.H.1
  • 24
    • 0030896537 scopus 로고    scopus 로고
    • and references cited therein
    • Aoki, K.; Koga, K. Tetrahedron Lett. 1997, 38, 2505, and references cited therein.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2505
    • Aoki, K.1    Koga, K.2
  • 27
    • 0342686565 scopus 로고    scopus 로고
    • C.f.: ref 1c, p 1713
    • C.f.: ref 1c, p 1713.
  • 32
    • 0000120577 scopus 로고
    • The importance of "conformational anchoring" in cyclic ketones, related to the belief that, due to stereoelectronic effects, axial protons are abstracted by bases faster than equatorial protons was pointed out before. In some cases, however, the conformational bias seems to matter little; cf.: Majewski, M.; MacKinnon, J. Can. J. Chem. 1994, 72, 1699.
    • (1994) Can. J. Chem. , vol.72 , pp. 1699
    • Majewski, M.1    MacKinnon, J.2
  • 34
    • 0000046858 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: Toronto
    • Eliel, L. E. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: Toronto, 1983; Vol. 2, p 125.
    • (1983) Asymmetric Synthesis , vol.2 , pp. 125
    • Eliel, L.E.1
  • 35
    • 0002652021 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: Toronto
    • Evans, D. A. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: Toronto, 1984; Vol. 3, p 1.
    • (1984) Asymmetric Synthesis , vol.3 , pp. 1
    • Evans, D.A.1
  • 39
    • 0343556784 scopus 로고    scopus 로고
    • Ref 17, p 969
    • Ref 17, p 969.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.