메뉴 건너뛰기




Volumn 69, Issue 17, 2004, Pages 5803-5806

General approach to polycyclic meroterpenoids based on Stille couplings and titanocene catalysis

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 4043089029     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo049253r     Document Type: Article
Times cited : (69)

References (48)
  • 18
    • 4043071472 scopus 로고    scopus 로고
    • note
    • Co-occurrence of polycyclic meroterpenoids with other metabolites showing an acyclic terpenoid moiety (see ref 2a for instance) suggests that, in the biosynthesis of meroterpenoids, the polyene cyclization takes place after the C-C linkage between the terpenoid and the polyketide subunits; see ref 3e.
  • 19
    • 0026418434 scopus 로고
    • (a) Trost, B. M. Science 1991, 254, 1471.
    • (1991) Science , vol.254 , pp. 1471
    • Trost, B.M.1
  • 23
    • 7044235263 scopus 로고    scopus 로고
    • For reviews on "sequential" (also dubbed "cascade" or "domino") reactions, see: (a) Tietze, L. F. Chem. Rev. 1996, 96, 115.
    • (1996) Chem. Rev. , vol.96 , pp. 115
    • Tietze, L.F.1
  • 27
    • 0004269715 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim
    • For a recent overview on contemporary free-radical chemistry, see: Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; Vols. 1 and 2.
    • (2001) Radicals in Organic Synthesis , vol.1-2
  • 36
    • 4043148046 scopus 로고    scopus 로고
    • This procedure has been previously used in the synthesis of other types of natural products: (c) Justicia, J.; Oltra, J. E.; Cuerva, J. M. Tetrahedron Lett 2004, 45, 429-4296.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 429-4296
    • Justicia, J.1    Oltra, J.E.2    Cuerva, J.M.3
  • 42
    • 4043183535 scopus 로고    scopus 로고
    • note
    • Products 15-23 retained the (E)-configuration of the double bonds unchanged after coupling reaction.
  • 43
    • 0014192091 scopus 로고
    • It should be noted that carbocationic sequential cyclizations towards simpler trans/anti/trans-fused tricyclic terpenoids gave yields lower than 10%; see: vanTamelen, E. E.; Nadeau, R. C. J. Am. Chem. Soc. 1967, 89, 176.
    • (1967) J. Am. Chem. Soc. , vol.89 , pp. 176
    • VanTamelen, E.E.1    Nadeau, R.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.