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Volumn , Issue 1, 1999, Pages 29-32

Palladium catalyzed synthesis of the furanoterpene ircinin-4

Author keywords

Furan; Marine natural product; Palladium; Sulfur ylide; Terpene

Indexed keywords

1,2 EPOXY 3 BUTENE; ALDEHYDE; FURAN DERIVATIVE; IRCININ 4; NATURAL PRODUCT; PALLADIUM; TERPENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0043029011     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2534     Document Type: Article
Times cited : (21)

References (40)
  • 12
    • 0017091787 scopus 로고
    • Note that ircinin-4 (2) contains 21 (!) C-atoms. This raises the question whether its biosynthesis proceeds by degradation of a sesterterpene or by addition of a C-1 unit to a diterpenoid precursor. Arguments in favor of the former possibility are launched in: Minale, L.; Cimino, G.; De Stefano, S.; Sodano, G. Fortschritte der Chemie Organischer Naturstoffe 1976, 33, 1-72.
    • (1976) Fortschritte der Chemie Organischer Naturstoffe , vol.33 , pp. 1-72
    • Minale, L.1    Cimino, G.2    De Stefano, S.3    Sodano, G.4
  • 24
    • 0344211417 scopus 로고    scopus 로고
    • note
    • Compounds 9-12 are obtained as mixtures of stereoisomers. Since all of them converge into product 6, the synthesis depicted in Scheme 4 was carried out with these mixtures and no attempts were made to isolate the individual compounds.
  • 25
    • 0001498242 scopus 로고
    • For related furan syntheses see: (a) Cyclization of γ-hydroxy-α,β-unsaturated aldehydes formed in situ by reduction of γ-hydroxy-α,β-unsaturated nitriles: Mandai, T.; Hashio, S.; Goto, J.; Kawada, M. Tetrahedron Lett. 1981, 22, 2187-2190.
    • (1981) Tetrahedron Lett. , vol.22 , pp. 2187-2190
    • Mandai, T.1    Hashio, S.2    Goto, J.3    Kawada, M.4
  • 28
    • 0345073643 scopus 로고    scopus 로고
    • note
    • 4): calcd. 344.19876; found 344.19637.
  • 29
    • 0345073641 scopus 로고    scopus 로고
    • note
    • 2 = 0.143. The complete set of data has been deposited at the Cambridge Crystallographic Data Center, Cambridge, U.K., under the deposition number CCDC 103522.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.