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Volumn 127, Issue 36, 2005, Pages 12684-12690

Asymmetric total syntheses of (-)-jorumycin, (-)-renieramycin G, 3-epi-jorumycin, and 3-epi-renieramycin G

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; ANTIBIOTICS; SYNTHESIS (CHEMICAL); TOXICITY;

EID: 24744469211     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0535918     Document Type: Article
Times cited : (95)

References (51)
  • 42
    • 24744465698 scopus 로고    scopus 로고
    • note
    • Both antipodes of 9 are commercially available from Aldrich Chemical Co.: 9, catalog #33, 184-8; antipode of 9, catalog #33, 181-3.
  • 46
    • 24744440439 scopus 로고    scopus 로고
    • note
    • 2D NOe analyses of compounds 29-32 were inconclusive in regards to establishing the respective configurations at C-21. However, the coupling constants (J's) between H-2) and H-13 were successfully measured for compounds 30 and 32 at 1.9 and 2.1 Hz, respectively. Based on dihedral angles derived from energy-minimized structures of 30 and 32 bearing both possible configurations at C-21, these J's were consistent with the respective assigned stereochemistries at this position.
  • 48
    • 24744467026 scopus 로고    scopus 로고
    • note
    • 2O; (2) BoC2O, EtOH, room temperature; (3) Dess-Martin [O].
  • 49
    • 24744470369 scopus 로고    scopus 로고
    • note
    • 2 (see Supporting Information).
  • 51
    • 24744452059 scopus 로고    scopus 로고
    • note
    • We were unable to acquire an authentic specimen of natural renieramycin G from Prof. B. S. Davidson (ref 5) with which to compare our synthetic sample. The isolation paper (ref 5) notes that the natural product was unstable. Furthermore, an optical rotation for this natural product has heretofore not been recorded.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.