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Volumn 10, Issue 16, 2008, Pages 3457-3460

2-Arylhydroxytyrosol derivatives via Suzuki-Miyaura cross-coupling

Author keywords

[No Author keywords available]

Indexed keywords

3,4-DIHYDROXYPHENYLETHANOL; DRUG DERIVATIVE; HYDROXYTYROSOL; PHENETHYL ALCOHOL;

EID: 54049146992     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8012292     Document Type: Article
Times cited : (26)

References (47)
  • 14
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    • Sugita, A.; Haratake, A.; Komiya, A. JP 2006248954, 2006; Chem. Abstr. 2006, 145, 341839.
    • (b) Sugita, A.; Haratake, A.; Komiya, A. JP 2006248954, 2006; Chem. Abstr. 2006, 145, 341839.
  • 31
    • 14744303789 scopus 로고    scopus 로고
    • For Ce(III)-promoted esterification, see: Torregiani, E.; Seu, G.; Minassi, A.; Appendino, G. Tetrahedron Lett. 2005, 46, 2193.
    • For Ce(III)-promoted esterification, see: Torregiani, E.; Seu, G.; Minassi, A.; Appendino, G. Tetrahedron Lett. 2005, 46, 2193.
  • 33
    • 61349107838 scopus 로고    scopus 로고
    • Compounds 2a-c were prepared according to standard methods described in the literature. 2a: (a) Wah, S. W. Synth. Commun. 1992, 22, 3215 2b:
    • Compounds 2a-c were prepared according to standard methods described in the literature. 2a: (a) Wah, S. W. Synth. Commun. 1992, 22, 3215 2b:
  • 38
    • 61349188058 scopus 로고    scopus 로고
    • Sphos = 2-(2′,6′-dimethoxybiphenyl)dicyclohexylphosphine; Xphos = 2-(2prime;,4′,6′-triisopropylbiphenyl)dicyclohexylphosphine.
    • Sphos = 2-(2′,6′-dimethoxybiphenyl)dicyclohexylphosphine; Xphos = 2-(2prime;,4′,6′-triisopropylbiphenyl)dicyclohexylphosphine.
  • 42
    • 38749104743 scopus 로고    scopus 로고
    • For a recent review on the reactivity of potassium aryltrifluoroborates, see
    • For a recent review on the reactivity of potassium aryltrifluoroborates, see: Darses, S.; Genet, J.-P. Chem. Rev. 2008, 108, 288.
    • (2008) Chem. Rev , vol.108 , pp. 288
    • Darses, S.1    Genet, J.-P.2
  • 43
    • 0034600318 scopus 로고    scopus 로고
    • Aryl chlorides have been shown to be more reactive than aryl Inflates in the Suzuki-Miyaura cross-coupling: (a) Littke, F, Dai, C. Y, Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020
    • Aryl chlorides have been shown to be more reactive than aryl Inflates in the Suzuki-Miyaura cross-coupling: (a) Littke, F.; Dai, C. Y.; Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020.
  • 44
    • 0000795317 scopus 로고    scopus 로고
    • 3 as ligand, depends on the identity of the halide. The slow step is the oxidative addition with an aryl bromide and the transmetalation with p-iodotoluene: (b) Smith, G. B.; Dezeny, G. C.; Hughes, D. L.; King, A. O.; Verhoeven, T. R. J. Org. Chem. 1994, 59, 8151.
    • 3 as ligand, depends on the identity of the halide. The slow step is the oxidative addition with an aryl bromide and the transmetalation with p-iodotoluene: (b) Smith, G. B.; Dezeny, G. C.; Hughes, D. L.; King, A. O.; Verhoeven, T. R. J. Org. Chem. 1994, 59, 8151.
  • 45
    • 0032500354 scopus 로고    scopus 로고
    • A similar trend in the reactivity of aryl halides has been observed for the Stille reaction: Casado, A. L.; Espinet, P. J. Am. Chem. Soc. 1998, 120, 8978.
    • A similar trend in the reactivity of aryl halides has been observed for the Stille reaction: Casado, A. L.; Espinet, P. J. Am. Chem. Soc. 1998, 120, 8978.
  • 46
    • 84962429991 scopus 로고    scopus 로고
    • For a recent interesting DFT study on the catalytic cycle of the Suzuki-Miyaura cross-coupling, see: a
    • For a recent interesting DFT study on the catalytic cycle of the Suzuki-Miyaura cross-coupling, see: (a) Braga, A. A. C.; Ujaque, G.; Maseras, F. Organometallics 2006, 25, 3647.
    • (2006) Organometallics , vol.25 , pp. 3647
    • Braga, A.A.C.1    Ujaque, G.2    Maseras, F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.