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Volumn 130, Issue 21, 2008, Pages 6720-6721

Simple enantioselective approach to synthetic limonoids

Author keywords

[No Author keywords available]

Indexed keywords

LIMONOID;

EID: 44349127230     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja802376g     Document Type: Article
Times cited : (53)

References (28)
  • 3
    • 32044438924 scopus 로고    scopus 로고
    • For reviews on the large family of limonoids, see: a
    • For reviews on the large family of limonoids, see: (a) Roy, A.; Saraf, S. Biol. Pharm. Bull. 2006, 29, 191-201.
    • (2006) Biol. Pharm. Bull , vol.29 , pp. 191-201
    • Roy, A.1    Saraf, S.2
  • 7
    • 0000440698 scopus 로고
    • Various limonoids have been reported to possess anti-proliferative, pro-apoptotic, anti-inflammatory, antibiotic, antiviral, antioxidant, insecticidal, and insect antifeedent activity. See, for example
    • Various limonoids have been reported to possess anti-proliferative, pro-apoptotic, anti-inflammatory, antibiotic, antiviral, antioxidant, insecticidal, and insect antifeedent activity. See, for example: Champagne, D. E.; Koul, O.; Isman, M. B.; Scudder, G. G. E.; Towers, G. H. N. Phytochemistry 1992, 31, 377-394.
    • (1992) Phytochemistry , vol.31 , pp. 377-394
    • Champagne, D.E.1    Koul, O.2    Isman, M.B.3    Scudder, G.G.E.4    Towers, G.H.N.5
  • 8
    • 44349099587 scopus 로고    scopus 로고
    • Substantial quantities of limonoids, such as limonoid glycosides, are injested by humans who eat citrus fruits without ill effects
    • Substantial quantities of limonoids, such as limonoid glycosides, are injested by humans who eat citrus fruits without ill effects.
  • 12
    • 23444452528 scopus 로고    scopus 로고
    • Fernández-Mateos and his group have described the synthesis of several limonoid analogues and fragments from natural products. See, for example: (a) Fernández-Mateos, A, Coca, G. P, Rubio González, R. Tetrahedron 2005, 61, 8699-8704
    • Fernández-Mateos and his group have described the synthesis of several limonoid analogues and fragments from natural products. See, for example: (a) Fernández-Mateos, A.; Coca, G. P.; Rubio González, R. Tetrahedron 2005, 61, 8699-8704.
  • 14
    • 0342981545 scopus 로고    scopus 로고
    • Fernández-Mateos, A.; López Barba, A. M.; Martín de le Nava, E.; Coca; G, P.; Pérez Alonso, J. J.; Ramos Silvo, A. I.; Rubio González, R. Tetrahedron 1997, 53, 14131-14140.
    • (c) Fernández-Mateos, A.; López Barba, A. M.; Martín de le Nava, E.; Coca; G, P.; Pérez Alonso, J. J.; Ramos Silvo, A. I.; Rubio González, R. Tetrahedron 1997, 53, 14131-14140.
  • 15
    • 0030698069 scopus 로고    scopus 로고
    • For previous examples of the Brook rearrangement/olefination sequence, see: (a) Corey, E. J.; Luo, G.; Lin, L. S. J. Am. Chem. Soc. 1997, 119, 9927-9928.
    • For previous examples of the Brook rearrangement/olefination sequence, see: (a) Corey, E. J.; Luo, G.; Lin, L. S. J. Am. Chem. Soc. 1997, 119, 9927-9928.
  • 21
    • 44349176710 scopus 로고    scopus 로고
    • For details involving the synthesis of compound 4, see Supporting Information.
    • For details involving the synthesis of compound 4, see Supporting Information.
  • 22
    • 44349132491 scopus 로고    scopus 로고
    • The E geometry of the silyl enol ether 5 was inferred from the synthesis of analogous (Z)-silyl enol ethers via a chelated Z-allylic lithium reagent; for an example of (Z)-silyl enol ether formation, see ref 8d
    • The E geometry of the silyl enol ether 5 was inferred from the synthesis of analogous (Z)-silyl enol ethers via a chelated Z-allylic lithium reagent; for an example of (Z)-silyl enol ether formation, see ref 8d.
  • 23
    • 44349100179 scopus 로고    scopus 로고
    • The phenylethynyl analogue of substrate 5 was also prepared and subjected to cationic cyclization. However, the cyclization results were considerably inferior to those with 5.
    • The phenylethynyl analogue of substrate 5 was also prepared and subjected to cationic cyclization. However, the cyclization results were considerably inferior to those with 5.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.