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Volumn 39, Issue 42, 1998, Pages 7665-7668

Facile access to 4-aryl-2(5H)-furanones by suzuki cross coupling: Efficient synthesis of rubrolides C and E

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; BENFURODIL HEMISUCCINATE; BORONIC ACID DERIVATIVE; FURANONE DERIVATIVE; RUBROLIDE C; RUBROLIDE E; UNCLASSIFIED DRUG;

EID: 0032532518     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01715-8     Document Type: Article
Times cited : (85)

References (36)
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    • 3. For the first synthesis of rubrolide C and the diacetates of rubrolides A, D and E see: Kotora, M.; Negishi, E. Synthesis 1997, 121.
    • (1997) Synthesis , pp. 121
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  • 11
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    • (1992) Tetrahedron Lett. , vol.33 , pp. 7049
    • Hollingworth, G.J.1    Sweeney, J.B.2
  • 22
    • 0028238042 scopus 로고
    • 12. For the Suzuki-type coupling of β-tetronic acid triflates with alkyl boranes and a vinyl borane see: Grigg, R.; Kennewell, P.; Savic, V. Tetrahedron 1994, 50, 5489. Honda, T.; Mizutani, H.; Kanai, K. J. Org. Chem. 1996, 61, 9374.
    • (1994) Tetrahedron , vol.50 , pp. 5489
    • Grigg, R.1    Kennewell, P.2    Savic, V.3
  • 23
    • 0030460227 scopus 로고    scopus 로고
    • 12. For the Suzuki-type coupling of β-tetronic acid triflates with alkyl boranes and a vinyl borane see: Grigg, R.; Kennewell, P.; Savic, V. Tetrahedron 1994, 50, 5489. Honda, T.; Mizutani, H.; Kanai, K. J. Org. Chem. 1996, 61, 9374.
    • (1996) J. Org. Chem. , vol.61 , pp. 9374
    • Honda, T.1    Mizutani, H.2    Kanai, K.3
  • 26
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    • 14. For the Stille-type coupling of 8 with organostannanes see: Lattmann, E.; Hoffmann, H. M. R. Synthesis 1996, 155. Hoffmann, H. M. R.; Gerlach, K.; Lattmann, E. Synthesis 1996, 164.
    • (1996) Synthesis , pp. 155
    • Lattmann, E.1    Hoffmann, H.M.R.2
  • 27
    • 0030069567 scopus 로고    scopus 로고
    • 14. For the Stille-type coupling of 8 with organostannanes see: Lattmann, E.; Hoffmann, H. M. R. Synthesis 1996, 155. Hoffmann, H. M. R.; Gerlach, K.; Lattmann, E. Synthesis 1996, 164.
    • (1996) Synthesis , pp. 164
    • Hoffmann, H.M.R.1    Gerlach, K.2    Lattmann, E.3
  • 29
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    • 15. Miyaura, N.; Yanagi, T.; Suzuki, A. Synth. Commun. 1981, 11, 513. See also: Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
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  • 31
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    • 17. Phenol 11, purchased from Lancaster Synthesis, was transformed to 12 using a published procedure: Okamoto, K. T.; Clardy, J. Tetrahedron Lett. 1987, 28, 4969.
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    • Okamoto, K.T.1    Clardy, J.2
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    • note
    • 2-hexanes to give pure lactone 15 (mp 139-140 °C; 278 mg, 84%).
  • 35
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    • note
    • 4 280.0736).
  • 36
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    • 22. For an excellent review on the synthesis of 5-alkylidene-2(5H)-furanones see: Negishi, E.; Kotora, M. Tetrahedron 1997, 53, 6707.
    • (1997) Tetrahedron , vol.53 , pp. 6707
    • Negishi, E.1    Kotora, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.