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Volumn 49, Issue 31, 2008, Pages 4626-4629

Stereocontrolled synthesis of the C79-C96 fragment of symbiodinolide

Author keywords

Kotsuki coupling; Polyol macrolide; Spiroacetal; Symbiodinolide

Indexed keywords

MACROLIDE; SYMBIODINOLIDE;

EID: 45049085822     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.05.078     Document Type: Article
Times cited : (22)

References (31)
  • 1
    • 0039820322 scopus 로고
    • Scheuer P.J. (Ed), Springer, Berlin Heidelberg
    • Uemura D. In: Scheuer P.J. (Ed). Bioorganic Marine Chemistry Vol. 4 (1991), Springer, Berlin Heidelberg 1-31
    • (1991) Bioorganic Marine Chemistry , vol.4 , pp. 1-31
    • Uemura, D.1
  • 5
    • 0034122087 scopus 로고    scopus 로고
    • and references cited therein
    • Murata M., and Yasumoto T. Nat. Prod. Rep. 17 (2000) 293 and references cited therein
    • (2000) Nat. Prod. Rep. , vol.17 , pp. 293
    • Murata, M.1    Yasumoto, T.2
  • 10
    • 33751386629 scopus 로고
    • Symbiodinolide (1) is a structural congener of zooxanthellatoxins. For the structural elucidation of zooxanthellatoxins, see:
    • Symbiodinolide (1) is a structural congener of zooxanthellatoxins. For the structural elucidation of zooxanthellatoxins, see:. Nakamura H., Asari T., Murai A., Kondo T., Yoshida K., and Ohizumi Y. J. Org. Chem. 58 (1993) 313
    • (1993) J. Org. Chem. , vol.58 , pp. 313
    • Nakamura, H.1    Asari, T.2    Murai, A.3    Kondo, T.4    Yoshida, K.5    Ohizumi, Y.6
  • 25
    • 33845185080 scopus 로고
    • The spiroacetal 20 is thermodynamically the most stable due to the double anomeric effect. The stereochemistry of 20 was determined by NOE experiments as shown below. For the reviews of spiroacetals, see:
    • The spiroacetal 20 is thermodynamically the most stable due to the double anomeric effect. The stereochemistry of 20 was determined by NOE experiments as shown below. For the reviews of spiroacetals, see:. Perron F., and Albizati K.F. Chem. Rev. 89 (1989) 1617
    • (1989) Chem. Rev. , vol.89 , pp. 1617
    • Perron, F.1    Albizati, K.F.2
  • 28
    • 45049086507 scopus 로고    scopus 로고
    • note
    • a,b = 15.2 Hz).
  • 30
    • 45049085997 scopus 로고    scopus 로고
    • note
    • 2 at room temperature. The absolute stereochemistry at C93 was confirmed to be R by Mosher method. The stereochemistry of C94 was determined to be R based on the reaction mechanism of the Sharpless AD reaction.
  • 31
    • 45049087458 scopus 로고    scopus 로고
    • note
    • +: 629.4213, found: 629.4220.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.