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Volumn 127, Issue 36, 2005, Pages 12476-12477

Synthesis of the tetrahydroisoquinoline alkaloid (±)-renieramycin G and a (zb)-lemonomycinone analogue from a common intermediate

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; LEMONOMYCINONE; RENIERAMYCIN G; SAFRAMYCIN; TETRAHYDROISOQUINOLINE DERIVATIVE; TRABECTEDIN; UNCLASSIFIED DRUG;

EID: 24744436189     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0535817     Document Type: Article
Times cited : (86)

References (26)
  • 3
    • 0036558479 scopus 로고    scopus 로고
    • (a) For a comprehensive account of the chemistry and biology of these compounds, see: Scott, J. D.; Williams, R. M. Chem. Rev. 2002, 102, 1669-1729.
    • (2002) Chem. Rev. , vol.102 , pp. 1669-1729
    • Scott, J.D.1    Williams, R.M.2
  • 4
    • 0141776407 scopus 로고    scopus 로고
    • Cordell, G. A., Ed.; Academic Press: San Diego
    • (b) For a review, see: Ozturk, T. The Alkaloids; Cordell, G. A., Ed.; Academic Press: San Diego, 2000; Vol. 53, p 120.
    • (2000) The Alkaloids , vol.53 , pp. 120
    • Ozturk, T.1
  • 16
    • 24744443098 scopus 로고    scopus 로고
    • note
    • For potential side reactions during ionic hydrogenation of electron-rich 1.2-dihydroisoquinolines, see ref 1.
  • 17
    • 24744443605 scopus 로고    scopus 로고
    • note
    • Without TMS protection of the alcohol, only the ester-coupled product is obtained when 1 equiv of mixed anhydride 14 is used.
  • 20
    • 33751146774 scopus 로고    scopus 로고
    • (b) For a review of enantioselective reprotonation of prochiral enolates. see: Fehr, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2566-2587.
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2566-2587
    • Fehr, C.1
  • 21
    • 24744447123 scopus 로고    scopus 로고
    • note
    • 2O, 85% yield, X-ray) gave a 1:1 mixture of cis:trans isomers, crystallizing as a 4:1 mixture.
  • 22
    • 24744464672 scopus 로고    scopus 로고
    • note
    • 2, 1 h, 85% yield. X-ray).
  • 25
    • 24744465701 scopus 로고    scopus 로고
    • note
    • An authentic sample of renieramycin G was not available for comparison, but spectral data were consistent with published data (ref 2).
  • 26
    • 24744463760 scopus 로고    scopus 로고
    • note
    • We are grateful to Prof. R. M. Williams for sending us a preprint of their manuscript describing the synthesis of (-)-renieramycin G.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.