메뉴 건너뛰기




Volumn 36, Issue 12, 2006, Pages 1671-1677

Stereoselective synthesis of (2E, 6E, 10E)-geranylgeraniol from geranyllinalyl acetate via palladium-catalyzed amination

Author keywords

Geranylgeranyl acetate; Geranyllinalyl acetate; N,N diethylgeranylgeranylamine; Palladium catalyst; Stereoselective synthesis

Indexed keywords

ACETIC ACID; ANTIMYCOBACTERIAL AGENT; CHLOROFORMIC ACID ETHYL ESTER; DIETHYLAMINE; FARNOQUINONE; GERANYLGERANIOL; GERANYLGERANYL ACETATE; GERANYLLINALYL ACETATE; LINALOOL; N,N DIETHYLGERANYLGERANYLAMINE; PALLADIUM; POTASSIUM HYDROXIDE; TERPENOID; UNCLASSIFIED DRUG;

EID: 33646773567     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910600616610     Document Type: Article
Times cited : (7)

References (21)
  • 1
    • 85008530169 scopus 로고
    • Recent advances in the synthesis of vitamin E, ubiquinones, and vitamin K
    • Yamada, S.; Takeshita, T.; Tanaka, J. Recent advances in the synthesis of vitamin E, ubiquinones, and vitamin K. J. Synth. Org. Chem. Japan 1982, 40, 268-284.
    • (1982) J. Synth. Org. Chem. Japan , vol.40 , pp. 268-284
    • Yamada, S.1    Takeshita, T.2    Tanaka, J.3
  • 6
    • 84982335027 scopus 로고
    • Synthese des aliphatischen diterpenalkohols geranylgeraniol
    • Ruzicka, L.; Firmenich, G. Synthese des aliphatischen diterpenalkohols geranylgeraniol. Helv. Chem. Acta. 1939, 22, 392-396.
    • (1939) Helv. Chem. Acta , vol.22 , pp. 392-396
    • Ruzicka, L.1    Firmenich, G.2
  • 7
    • 0002975584 scopus 로고
    • Selective allylic rearrangement with tungsten catalyst
    • Hosogai, T.; Fujita, Y.; Ninagawa, Y.; Nishida, T. Selective allylic rearrangement with tungsten catalyst. Chem. Lett. 1982, 357-360.
    • (1982) Chem. Lett. , pp. 357-360
    • Hosogai, T.1    Fujita, Y.2    Ninagawa, Y.3    Nishida, T.4
  • 8
    • 84987364007 scopus 로고
    • An improved procedure for the preparation of all-trans-geranylgeraniol
    • Klinge, S.; Denmuth, M. An improved procedure for the preparation of all-trans-geranylgeraniol. Synlett. 1993, 783-784.
    • (1993) Synlett. , pp. 783-784
    • Klinge, S.1    Denmuth, M.2
  • 9
    • 0026731181 scopus 로고
    • A simple synthetic process for the elaboration of oligoprenols by stereospecific coupling of di-, tri-, or oligoisoprenoid units
    • Corey, E. J.; Shieh, W.-C. A simple synthetic process for the elaboration of oligoprenols by stereospecific coupling of di-, tri-, or oligoisoprenoid units. Tetrahedron Lett. 1992, 33, 6435-6438.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 6435-6438
    • Corey, E.J.1    Shieh, W.-C.2
  • 10
    • 0040394615 scopus 로고
    • Synthesis of pure trans,trans,trans-geranylgeraniol
    • Bouzbouz, S.; Kirschleger, B. Synthesis of pure trans,trans,trans- geranylgeraniol. Synlett. 1994, 763-764.
    • (1994) Synlett. , pp. 763-764
    • Bouzbouz, S.1    Kirschleger, B.2
  • 12
    • 85047673338 scopus 로고
    • Coupling of isoprenoid triflates with organoboran nucleophiles: Synthesis of all-trans-geranylgeraniol
    • Mu, Y.; Gibbs, R. A. Coupling of isoprenoid triflates with organoboran nucleophiles: Synthesis of all-trans-geranylgeraniol. Tetrahedron Lett. 1995, 36, 5669-5672.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 5669-5672
    • Mu, Y.1    Gibbs, R.A.2
  • 13
    • 0000224924 scopus 로고
    • Palladium(II)-catalyzed rearrangement of allylic acetates
    • Overman, L. E.; Knoll, F. M. Palladium(II)-catalyzed rearrangement of allylic acetates. Tetrahedron Lett. 1979, 321-324.
    • (1979) Tetrahedron Lett. , pp. 321-324
    • Overman, L.E.1    Knoll, F.M.2
  • 15
    • 0001248272 scopus 로고
    • Regio- and stereoselective palladium catalyzed amination of allylic substrates: Synthesis of E-4-amino-2-alken-1-ol derivatives
    • Genêt, J. P.; Balabane, M.; Bäckvall, J. E.; Nyström, J. E. Regio- and stereoselective palladium catalyzed amination of allylic substrates: Synthesis of E-4-amino-2-alken-1-ol derivatives. Tetrahedron Lett. 1983, 24, 2745-2748.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 2745-2748
    • Genêt, J.P.1    Balabane, M.2    Bäckvall, J.E.3    Nyström, J.E.4
  • 16
    • 0000533225 scopus 로고
    • Synthesis of protected allylamines via palladium-catalyzed amide addition to allylic substrates
    • Byström, S. E.; Aslanian, R.; Bäckvall, J. E. Synthesis of protected allylamines via palladium-catalyzed amide addition to allylic substrates. Tetrahedron Lett. 1985, 1749-1752.
    • (1985) Tetrahedron Lett. , pp. 1749-1752
    • Byström, S.E.1    Aslanian, R.2    Bäckvall, J.E.3
  • 17
    • 0029757046 scopus 로고    scopus 로고
    • Palladium catalyzed rearrangement reaction of linalyl esters and related compounds
    • Watanabe, S.; Fujita, T.; Sakamoto, M.; Ikeda, T.; Haga, T. Palladium catalyzed rearrangement reaction of linalyl esters and related compounds. J. Essent. Oil Res. 1996, 8, 29-34.
    • (1996) J. Essent. Oil Res. , vol.8 , pp. 29-34
    • Watanabe, S.1    Fujita, T.2    Sakamoto, M.3    Ikeda, T.4    Haga, T.5
  • 19
    • 84985634168 scopus 로고
    • Mercury(II)- and palladium(II)-catalyzed [3,3]-sigmatropic rearrangements
    • For review see Overman, L. E. Mercury(II)- and palladium(II)-catalyzed [3,3]-sigmatropic rearrangements. Angew. Chem. Int. Ed. Engl. 1984, 23, 579-586.
    • (1984) Angew. Chem. Int. Ed. Engl. , vol.23 , pp. 579-586
    • Overman, L.E.1
  • 20
    • 3242830272 scopus 로고
    • High stereoselective synthesis of nerol and geraniol
    • Takabe, K.; Katagiri, T.; Tanaka, J. High stereoselective synthesis of nerol and geraniol. Chem. Lett. 1977, 1025-1026.
    • (1977) Chem. Lett. , pp. 1025-1026
    • Takabe, K.1    Katagiri, T.2    Tanaka, J.3
  • 21


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.