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Volumn 34, Issue 5, 1993, Pages 753-756

Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 2. Synthesis of an advanced rapamycin intermediate from D-glucose.

Author keywords

[No Author keywords available]

Indexed keywords

RAPAMYCIN;

EID: 0027476178     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(93)89003-9     Document Type: Article
Times cited : (22)

References (30)
  • 10
    • 84918753371 scopus 로고    scopus 로고
    • Eshelman, J. E., Epps, J., Kallmerten, J., preceding paper this issue.
  • 14
    • 0026030568 scopus 로고
    • For a recent discussion of the chemistry and immunosuppressive activity of rapamycin and related compounds see:
    • (1991) Science , vol.251 , pp. 283
    • Schreiber1
  • 17
    • 84918743064 scopus 로고    scopus 로고
    • 13C NMR and C,H combustion analysis.
  • 19
    • 84918723171 scopus 로고    scopus 로고
    • 1H NMR spectroscopy.
  • 21
    • 84918752850 scopus 로고    scopus 로고
    • Stereochemical assignments for oxazolines 20 and 21 were confirmed by degradation as described previously; see Ref. 3a.
  • 24
    • 0026528205 scopus 로고
    • Motuporin, A Potent Protein Phosphatase Inhibitor Isolated from the Papua New Guinea Sponge Theonella swinhoei Gray
    • (1992) Tetrahedron Letters , vol.33 , pp. 1561
    • de1    Williams2    Andersen3
  • 28
    • 84918738627 scopus 로고    scopus 로고
    • 16 The Z selectivity observed for i appears to be general for secondary E-syn ethers (J. Eshelman, unpublished results) and represents a novel, sigmatropic entry to Z-disubstituted acyclic olefins.
  • 30
    • 84984309200 scopus 로고
    • Asymmetric Induction in the Wittig-Still Rearrangement of Ethers Containing an Allylic Stereocenter – Diastereocontrol by Allylic Nitrogen
    • Recovery of 24 presumably results from α-lithioether decomposition via carbene extrusion. For a related example see:
    • (1990) Chemische Berichte , vol.123 , pp. 555
    • Priepke1    Brückner2    Harms3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.