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Volumn 8, Issue 16, 2006, Pages 3557-3560

An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C2 core symmetry. Total synthesis of asimicin and a C32 analogue

Author keywords

[No Author keywords available]

Indexed keywords

ACETOGENIN; BULLATACIN; FATTY ALCOHOL; FURAN DERIVATIVE; LACTONE;

EID: 33747221235     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061352z     Document Type: Article
Times cited : (38)

References (33)
  • 5
    • 0001439593 scopus 로고
    • Phytochemistry of medicinal plants
    • Arnason, J. T., Mata, R., Romeo, J. T., Eds.; Plenum Press: New York, London
    • (e) Gu, Z.; Zhao, G.; Oberlies, N. H.; Zeng, L.; McLaughlin, J. L. Phytochemistry of Medicinal Plants. In Recent Advances in Phytochemistry; Arnason, J. T., Mata, R., Romeo, J. T., Eds.; Plenum Press: New York, London, 1995; Vol. 29, pp 249-310.
    • (1995) Recent Advances in Phytochemistry , vol.29 , pp. 249-310
    • Gu, Z.1    Zhao, G.2    Oberlies, N.H.3    Zeng, L.4    McLaughlin, J.L.5
  • 11
    • 0037047510 scopus 로고    scopus 로고
    • Other recent approaches: Takahashi, S.; Nakata, T. J. Org. Chem. 2002, 67, 5739.
    • (2002) J. Org. Chem. , vol.67 , pp. 5739
  • 25
    • 27644566714 scopus 로고    scopus 로고
    • In a preliminary report of this methodology, metathesis of ethyl (E)-2,6-heptadienoate with the Grubbs I ruthenium catalyst was used to prepare the triene ester 3 as a ca. 2:1 mixture of (E) and (Z) isomers which was ultimately converted to the threo,cis,threo,cis,threo-isomer of the bistetrahydrofuran diene 9. Marshall, J. A.; Sabatini, J. J. Org. Lett. 2005, 7, 4819.
    • (2005) Org. Lett. , vol.7 , pp. 4819
    • Marshall, J.A.1    Sabatini, J.J.2
  • 33
    • 33747220521 scopus 로고    scopus 로고
    • note
    • A single recycle of the byproducts afforded the asimicin precursor 21a in 25-30% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.