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Volumn 8, Issue 21, 2006, Pages 4771-4774

Total synthesis of topopyrones B and D

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRAQUINONE DERIVATIVE; DNA TOPOISOMERASE; PYRONE DERIVATIVE; TOPOPYRONE B; TOPOPYRONE D;

EID: 33750315712     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0617291     Document Type: Article
Times cited : (19)

References (27)
  • 3
    • 0009286917 scopus 로고
    • Liu, L. F., Ed.; Academic Press: San Diego, CA
    • (b) Advances in Pharmacology; Liu, L. F., Ed.; Academic Press: San Diego, CA, 1994; Vol. 29B.
    • (1994) Advances in Pharmacology , vol.29 B
  • 14
    • 33750349636 scopus 로고    scopus 로고
    • note
    • 50 = 0.15 ng/mL for 3 vs 0.10 ng/mL for camptothecin.
  • 15
    • 33750291629 scopus 로고    scopus 로고
    • Dissertation; Brown University: Providence, RI, 2003
    • Qi, L. Dissertation; Brown University: Providence, RI, 2003: Diss. Abstr. Int., B 2003, 64, 1737.
    • (2003) Diss. Abstr. Int., B , vol.64 , pp. 1737
    • Qi, L.1
  • 18
    • 33750296237 scopus 로고    scopus 로고
    • note
    • The preparation of this material is described in the Supporting Information.
  • 20
    • 33750368217 scopus 로고    scopus 로고
    • note
    • Calculations were performed with the Hyperchem package, available from Hypercube, Inc.
  • 21
    • 33750381165 scopus 로고    scopus 로고
    • note
    • The computed value is a lower limit for the rotational energy barrier (which is notoriously difficult to calculate with precision) because there is no actual eclipsing between the aryl carbons and the alkyl or OTIPS residues.
  • 22
    • 33750380090 scopus 로고    scopus 로고
    • note
    • These yields are somewhat disappointing. However, the one-pot process of Scheme 2 permits a high degree of convergency, and it involves three distinct, sequential reactions (nucleophilic addition of the lithiated benzamide to 8, halogen-metal exchange, and intramolecular addition of the aryllithium derivative of 16 to the amide carbonyl). An overall yield of 20% thus corresponds to an average 58% yield per step.
  • 27
    • 33750374051 scopus 로고    scopus 로고
    • See Supporting Information for pertinent data
    • See Supporting Information for pertinent data.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.