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Volumn 17, Issue 20, 2006, Pages 2938-2942

Stereoselective synthesis of a C19-C26 fragment of amphidinolides G and H

Author keywords

[No Author keywords available]

Indexed keywords

AMPHIDINOLIDE G; AMPHIDINOLIDE H; CYTOTOXIC AGENT; MACROLIDE;

EID: 33751535761     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2006.10.024     Document Type: Article
Times cited : (13)

References (36)
  • 2
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    • For reviews partially or totally related to the chemistry and/or biology of amphidinolides, see:
    • For reviews partially or totally related to the chemistry and/or biology of amphidinolides, see:. Kobayashi J., and Ishibashi M. Chem. Rev. 93 (1993) 1753-1769
    • (1993) Chem. Rev. , vol.93 , pp. 1753-1769
    • Kobayashi, J.1    Ishibashi, M.2
  • 16
    • 0034611509 scopus 로고    scopus 로고
    • The nonnatural antipode of amphidinolide P has also been obtained:
    • The nonnatural antipode of amphidinolide P has also been obtained:. Williams D.R., Myers B.J., and Mi L. Org. Lett. 2 (2000) 945-948
    • (2000) Org. Lett. , vol.2 , pp. 945-948
    • Williams, D.R.1    Myers, B.J.2    Mi, L.3
  • 18
    • 23844495572 scopus 로고    scopus 로고
    • For a review on syntheses of members of the amphidinolide T group, see:
    • For a review on syntheses of members of the amphidinolide T group, see:. Colby E.A., and Jamison T.F. Org. Biomol. Chem. 3 (2005) 2675-2684
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 2675-2684
    • Colby, E.A.1    Jamison, T.F.2
  • 21
    • 0032532231 scopus 로고    scopus 로고
    • Similar fragments of amphidinolide H and of the closely related amphidinolide H2 have been prepared using other methodologies:
    • Similar fragments of amphidinolide H and of the closely related amphidinolide H2 have been prepared using other methodologies:. Chakraborty T.K., and Suresh V.R. Tetrahedron Lett. 39 (1998) 7775-7778
    • (1998) Tetrahedron Lett. , vol.39 , pp. 7775-7778
    • Chakraborty, T.K.1    Suresh, V.R.2
  • 24
    • 0027534599 scopus 로고
    • (corr., Tetrahedron: Asymmetry, 1993, 4, 151)
    • Herdeis C., and Lütsch K. Tetrahedron: Asymmetry 4 (1993) 121-131 (corr., Tetrahedron: Asymmetry, 1993, 4, 151)
    • (1993) Tetrahedron: Asymmetry , vol.4 , pp. 121-131
    • Herdeis, C.1    Lütsch, K.2
  • 29
    • 33751547441 scopus 로고    scopus 로고
    • note
    • Partial desilylation takes place during lithium enolate methylation. Thus, resilylation of the reaction mixture in situ gives rise to improved yields in 6.
  • 31
    • 33751551150 scopus 로고    scopus 로고
    • note
    • Resilylation in situ of the reaction mixture gives rise to improved yields of 7.
  • 33
    • 0003445429 scopus 로고    scopus 로고
    • Chapter 20, Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds), Springer, Berlin
    • Markó I.E., and Svendsen J.S. In: Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds). Comprehensive Asymmetric Catalysis Vol. II, Chapter 20 (2000), Springer, Berlin
    • (2000) Comprehensive Asymmetric Catalysis , vol.2
    • Markó, I.E.1    Svendsen, J.S.2
  • 36
    • 33751542150 scopus 로고    scopus 로고
    • note
    • 12b (see table below, the atom numbering of Scheme 1 is also used for A, coupling constant values are given in parentheses) gives support to our structural assignment (the observed differences can be accounted for with the different protecting groups at one end of the carbon chain).{A table is presented}


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