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Volumn 50, Issue 16, 2011, Pages 3730-3733

Synthesis of (-)-viriditoxin: A 6,6′-binaphthopyran-2-one that targets the bacterial cell division protein FtsZ

Author keywords

Biaryls; Enantioselective catalysis; Natural product synthesis; Vanadium catalysis; Viriditoxin

Indexed keywords

ACHIRAL CATALYST; BACTERIAL CELL DIVISION; BIARYLS; CHEMICAL EQUATIONS; CHIRAL CATALYST; DIASTEREOCONTROL; ENANTIOSELECTIVE CATALYSIS; NATURAL PRODUCT SYNTHESIS; NATURAL PRODUCTS; STEREOGENIC CENTERS; VANADIUM CATALYST; VIRIDITOXIN;

EID: 79953683717     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201007298     Document Type: Article
Times cited : (41)

References (63)
  • 2
  • 15
    • 0042787069 scopus 로고
    • For the original isolation of viriditoxin, see
    • For the original isolation of viriditoxin, see: D. Weisleder, E. B. Lillehoj, Tetrahedron Lett. 1971, 12, 4705.
    • (1971) Tetrahedron Lett. , vol.12 , pp. 4705
    • Weisleder, D.1    Lillehoj, E.B.2
  • 17
    • 53549129305 scopus 로고    scopus 로고
    • For the synthesis of vioxanthin, see
    • For the synthesis of vioxanthin, see: S. E. Bode, D. Drochner, M. Mueller, Angew. Chem. 2007, 119, 6020;
    • (2007) Angew. Chem. , vol.119 , pp. 6020
    • Bode, S.E.1    Drochner, D.2    Mueller, M.3
  • 62
    • 79953679366 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum supplied by Dr. Singh (Merck). Our observed optical rotation for viriditoxin (-118° and -110°, two different batches) is significantly lower than the original reported value of -202° (see reference [15]) for which no experimental details are given. The high yield observed in the coupling step, that is, the lack of heterodimer formation and a chiral HPLC trace of 28 (see Supporting Information) are both consistent with high optical purity.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.