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Volumn 3, Issue 22, 2001, Pages 3549-3552

Synthetic studies toward gambierol. Convergent synthesis of the octacyclic polyether core

Author keywords

[No Author keywords available]

Indexed keywords

CIGUATOXIN; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ETHER DERIVATIVE; GAMBIEROL; MARINE TOXIN; POLYCYCLIC HYDROCARBON;

EID: 0035511917     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0166597     Document Type: Article
Times cited : (46)

References (49)
  • 1
    • 1542502091 scopus 로고
    • For recent reviews on marine polycyclic ether toxins, see: (a) Yasumoto, T.; Murata, M. Chem. Rev. 1993, 93, 1897-1909.
    • (1993) Chem. Rev. , vol.93 , pp. 1897-1909
    • Yasumoto, T.1    Murata, M.2
  • 25
    • 0001302995 scopus 로고
    • The B-alkyl Suzuki coupling has been successfully used in natural product syntheses, see: (a) Johnson, C. R.; Braun, M. P. J. Am. Chem. Soc. 1993, 115, 11014-11015.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 11014-11015
    • Johnson, C.R.1    Braun, M.P.2
  • 38
    • 2042507954 scopus 로고
    • For reviews on Suzuki cross-coupling reaction, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
    • (1995) Chem. Rev. , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 41
    • 0042728315 scopus 로고    scopus 로고
    • note
    • The numbering of carbon atoms of all compounds in this paper corresponds to that of gambierol.
  • 45
    • 0042728316 scopus 로고    scopus 로고
    • note
    • Wittig methylenation of the aldehyde resulted in a low yield (26%) of 16.
  • 46
    • 0041727097 scopus 로고    scopus 로고
    • note
    • 9-BBN-H dimer was recrystallized from anhydrous dimethoxyethane prior to use.
  • 48
    • 0043229580 scopus 로고    scopus 로고
    • note
    • Stereochemistry of the alcohol was not determined. So, we cannot exclude a possibility that exclusive formation of ketone 23 results from an equilibration reaction after oxidation with TPAP/NMO.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.