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Volumn 80, Issue 6, 2007, Pages 1173-1186

Synthesis and relative stereochemistry of the A-and F-rings of goniodomin A

Author keywords

[No Author keywords available]

Indexed keywords

ALEXANDRIUM; AND MODELS; ANTIFUNGAL AGENTS; CRYSTALLOGRAPHIC ANALYSES; NMR DATUMS; NMR SPECTROSCOPIES; RING MODELS; SYNTHESIS OF;

EID: 36849003391     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.80.1173     Document Type: Article
Times cited : (20)

References (29)
  • 2
    • 58149311353 scopus 로고    scopus 로고
    • M. Murakami, K. Makabe, K. Yamaguchi, S. Konosu, M. R. Wälchli, Abstracts of Papers, the 28th Symposium on the Chemistry of Natural Products, Sendai, 1987, p. 309.
    • b) M. Murakami, K. Makabe, K. Yamaguchi, S. Konosu, M. R. Wälchli, Abstracts of Papers, the 28th Symposium on the Chemistry of Natural Products, Sendai, 1987, p. 309.
  • 18
    • 0001359163 scopus 로고
    • ed. by R. J. K. Taylor, Oxford University Press, New York
    • d) I. Freming, in Organocopper Reagents: A Practical Approach, ed. by R. J. K. Taylor, Oxford University Press, New York, 1994, p. 257.
    • (1994) Organocopper Reagents: A Practical Approach , pp. 257
    • Freming, I.1
  • 21
    • 58149286446 scopus 로고    scopus 로고
    • The optical purity of 3, determined by NMR analysis of the corresponding (+)-and (-)-Mosher's ester derivatives, was >95%ee. The enhanced optical purity resulted from optical resolution during the asymmetric epoxidation reaction of 15.
    • The optical purity of 3, determined by NMR analysis of the corresponding (+)-and (-)-Mosher's ester derivatives, was >95%ee. The enhanced optical purity resulted from optical resolution during the asymmetric epoxidation reaction of 15.
  • 29
    • 58149286435 scopus 로고    scopus 로고
    • The F-ring exists at the end of 1 outside of the macrocycle. Accordingly, the chemical shifts of the F-ring should not be strongly influenced by the macrocycle. Similarly, in model compounds 28 and 29, influence of the benzyloxy group at C31 on the chemical shifts of the F-ring should be small. Therefore, we believe that the result of comparison of chemical shifts of 28, 29, and the F-ring of 1 is valid.
    • The F-ring exists at the end of 1 outside of the macrocycle. Accordingly, the chemical shifts of the F-ring should not be strongly influenced by the macrocycle. Similarly, in model compounds 28 and 29, influence of the benzyloxy group at C31 on the chemical shifts of the F-ring should be small. Therefore, we believe that the result of comparison of chemical shifts of 28, 29, and the F-ring of 1 is valid.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.