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Volumn 4, Issue 10, 2002, Pages 1813-1815

Synthesis of cryptophycin 52 using the shi epoxidation

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; ANTINEOPLASTIC ANTIBIOTIC; CRYPTOPHYCIN 52; DEPSIPEPTIDE; EPOXIDE; LACTAM; LACTONE; PACLITAXEL;

EID: 0037118322     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025933+     Document Type: Article
Times cited : (38)

References (26)
  • 10
    • 0035859328 scopus 로고    scopus 로고
    • and references therein
    • For example, see: Eggen, M.; Nair, S. K.; Georg, G. I. Org. Lett. 2001, 3, 1813 and references therein.
    • (2001) Org. Lett. , vol.3 , pp. 1813
    • Eggen, M.1    Nair, S.K.2    Georg, G.I.3
  • 18
    • 0042998942 scopus 로고    scopus 로고
    • note
    • 5a,7 route. It was necessary to switch from Boc to Fmoc since the bcnzylic epoxide was not compatible with the acidic conditions necessary to remove the Boc group at a later point in the synthesis.
  • 20
    • 0041496455 scopus 로고    scopus 로고
    • note
    • 1H NMR and mass spectral data consistent with their assigned structure.
  • 21
    • 0041997411 scopus 로고    scopus 로고
    • note
    • 5a in two steps: (a) HCl, EtOAc, 91%;
  • 22
    • 0041997410 scopus 로고    scopus 로고
    • note
    • 3, dioxane, water, 93%.
  • 23
    • 0041997409 scopus 로고    scopus 로고
    • note
    • Premixing of all the components with DCC addition last, which is the typical protocol for DCC-mediated esterifications, led to the production of acylated tetrahydrofuran i as a byproduct (20%) contaminating 14. (matrix presented)
  • 24
    • 0042498226 scopus 로고    scopus 로고
    • note
    • Yield of β-epoxide, corrected for 10% α-epoxide present as a contaminant.
  • 26
    • 0041496454 scopus 로고    scopus 로고
    • Also see ref 5a
    • (b) Also see ref 5a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.