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Volumn 39, Issue 24, 1998, Pages 4231-4234

A synthetic route from D-glucose to D-myo-inositol-1,4,5- tris(dihydrogenphosphate): Use of an unusual ene reaction and the Bu2SnCl2/Bu2SnH2 reagent

Author keywords

[No Author keywords available]

Indexed keywords

MYOINOSITOL 1,4,5 TRIS(DIHYDROGENPHOSPHATE); PHOSPHATE; UNCLASSIFIED DRUG;

EID: 0032508070     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00792-8     Document Type: Article
Times cited : (7)

References (35)
  • 8
    • 0010435659 scopus 로고    scopus 로고
    • note
    • 7 Tethered versions of 1 have also been made from glucose: see reference 2.
  • 10
    • 0023871809 scopus 로고
    • 9 Racemic series: Yu, K.-L.; Fraser-Reid, B. Tetrahedron Lett. 1988, 29, 979-982. Optically active series: Dreef, C. E.; Tuinman, R. J.; Elie, C. J. J.; van der Marel, G. A.; van Boom, J. H. Recl. Trav. Chim. Pays-Bas 1988, 107, 395-397.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 979-982
    • Yu, K.-L.1    Fraser-Reid, B.2
  • 16
    • 0010475730 scopus 로고    scopus 로고
    • note
    • 12 α,β-Unsaturated ketones incorporating a suitably located propargylsilane unit undergo cyclization with loss of silicon (see reference 13). For a single example of cyclization onto a carbonyl, also with loss of silicon, see reference 14.
  • 22
    • 0010513279 scopus 로고    scopus 로고
    • note
    • 15 For cyclizations of allenylsilanes that occur with retention of silicon, and for which the presence of the silicon substituent is essential, see reference 16.
  • 27
    • 0010434673 scopus 로고    scopus 로고
    • note
    • 3, room temperature.
  • 30
    • 0025108083 scopus 로고
    • 4/MAD gave the axial alcohol. For other examples of reduction to equatorial alcohols, see Evans, D. A.; Kaldor, S. W.; Jones, T. K.; Clardy, J.; Stout, T. J. J. Am. Chem. Soc. 1990, 112, 7001-7031; Corey, E. J.; Hopkins, P. B.; Kim, S.; Yoo, S.-e.; Nambiar, K. P.; Falck, J. R. J. Am. Chem. Soc. 1979, 101, 7131-7134.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 7001-7031
    • Evans, D.A.1    Kaldor, S.W.2    Jones, T.K.3    Clardy, J.4    Stout, T.J.5
  • 31
    • 0018569298 scopus 로고
    • 4/MAD gave the axial alcohol. For other examples of reduction to equatorial alcohols, see Evans, D. A.; Kaldor, S. W.; Jones, T. K.; Clardy, J.; Stout, T. J. J. Am. Chem. Soc. 1990, 112, 7001-7031; Corey, E. J.; Hopkins, P. B.; Kim, S.; Yoo, S.-e.; Nambiar, K. P.; Falck, J. R. J. Am. Chem. Soc. 1979, 101, 7131-7134.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 7131-7134
    • Corey, E.J.1    Hopkins, P.B.2    Kim, S.3    Yoo, S.-E.4    Nambiar, K.P.5    Falck, J.R.6
  • 33
    • 0010434674 scopus 로고    scopus 로고
    • note
    • 3).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.