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Volumn 63, Issue 20, 1998, Pages 6768-6769

Temporary silicon-tethered ring-closing metathesis approach to C2-symmetrical 1,4-diols: asymmetric synthesis of D-altritol

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EID: 0001081924     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9811524     Document Type: Article
Times cited : (46)

References (49)
  • 1
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    • 2-symmetrical 1,4-diols, see: (a) Lieser, J. K. Synth. Commun. 1983,13, 765.
    • 2-symmetrical 1,4-diols, see: (a) Lieser, J. K. Synth. Commun. 1983,13, 765.
    • (1989) Chem. Rev. , vol.89
    • Whitesell, J.K.1
  • 7
    • 0028128326 scopus 로고
    • and pertinent references therein.
    • (g) Vettel, S.; Knochel, P. Tetrahedron Lett. 1994, 35, 5849 and pertinent references therein.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 5849
    • Vettel, S.1    Knochel, P.2
  • 11
    • 0028799792 scopus 로고
    • For a review on two-directional synthesis, see: Magnuson, S. R. Tetrahedron 1995, 57, 2167.
    • (1995) Tetrahedron , vol.57 , pp. 2167
    • Magnuson, S.R.1
  • 17
    • 0001263185 scopus 로고
    • For some recent leading references on Ru-catalyzed ring-closing metathesis, see: (a) Fu, G. C.; Grubbs, R. H. J. Am. Chem. Soc. 1992,114, 5426.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5426
    • Fu, G.C.1    Grubbs, R.H.2
  • 34
    • 0000578531 scopus 로고    scopus 로고
    • and pertinent references cited within these articles.
    • (r) Burke, S. D.; Ng, R. A.; Morrison, J. A.; Albert!, M. J. J. Org. Chem. 1998, 63, 3160 and pertinent references cited within these articles.
    • (1998) J. Org. Chem. , vol.63 , pp. 3160
    • Burke, S.D.1    Ng, R.A.2    Morrison, J.A.3    Albert, M.J.4
  • 35
    • 85088001826 scopus 로고    scopus 로고
    • note
    • 10 equation presented
  • 38
    • 0030992869 scopus 로고    scopus 로고
    • The reduced rates of reaction are presumably a function of the increased steric hindrance due to allylic substituent. For related examples of this type of problem in ring-closing metathesis, see: (a) Chang, S.; Grubbs, R. H. Tetrahedron Lett. 1997,38,4757.
    • (1997) Tetrahedron Lett. , pp. 4757
    • Chang, S.1    Grubbs, R.H.2
  • 40
    • 33646811075 scopus 로고    scopus 로고
    • note
    • 4 855.3697, found 855.3722.
  • 42
    • 33646786644 scopus 로고    scopus 로고
    • note
    • 4 827.3384, found 827.3369.
  • 43
    • 85088002191 scopus 로고    scopus 로고
    • note
    • 2-symmetrical 1,4-diol 9 in 65% overall yield. equation presented
  • 44
    • 33646791735 scopus 로고    scopus 로고
    • This proved to be a more challenging example that required 0.5 equiv of the Grubbs' catalyst 3 for complete conversion.
    • This proved to be a more challenging example that required 0.5 equiv of the Grubbs' catalyst 3 for complete conversion.
  • 49
    • 85088003369 scopus 로고    scopus 로고
    • 3)].
    • 3)].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.