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Volumn 125, Issue 1, 2003, Pages 36-37

Anodic cyclization reactions: The total synthesis of alliacol A

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALKENE; ALLIACOL A; CARBON; CHEMICAL COMPOUND; DICHLOROMETHANE; ELECTROLYTE; IODINE; KETONE; PHOSPHITE; PROTON; TOLUENESULFONIC ACID DERIVATIVE; TRIETHYL PHOSPHITE; TRIPHENYLPHOSPHINE; UNCLASSIFIED DRUG;

EID: 0037425568     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029064v     Document Type: Article
Times cited : (74)

References (25)
  • 1
    • 0012413765 scopus 로고    scopus 로고
    • Lund, H., Hemmerich, O., Eds.; Marcel Dekker: New York-Basel
    • For a general discussion of organic electrochemistry, see: Organic Electrochemistry: Fourth Edition, Revised and Expanded; Lund, H., Hemmerich, O., Eds.; Marcel Dekker: New York-Basel, 2001.
    • (2001) Organic Electrochemistry: Fourth Edition, Revised and Expanded
  • 2
  • 6
    • 0033581760 scopus 로고    scopus 로고
    • For a very nice application of the anodic coupling of a furan and a silyl enol ether to a synthesis of the Cyathin core, see: (a) Wright, D. L.; Whitehead, C. R.; Sessions. E. H.; Ghiviriga, I.; Frey, D. A. Org. Lett. 1999, 1, 1535. For a more detailed study of the electrolysis reaction, see: Whitehead, C. R.; Sessions, E. H.; Ghiviriga, I.; Wright, D. L. Org. Lett, 2002, 4, 3763.
    • (1999) Org. Lett. , vol.1 , pp. 1535
    • Wright, D.L.1    Whitehead, C.R.2    Sessions, E.H.3    Ghiviriga, I.4    Frey, D.A.5
  • 7
    • 0012413767 scopus 로고    scopus 로고
    • For a very nice application of the anodic coupling of a furan and a silyl enol ether to a synthesis of the Cyathin core, see: (a) Wright, D. L.; Whitehead, C. R.; Sessions. E. H.; Ghiviriga, I.; Frey, D. A. Org. Lett. 1999, 1, 1535. For a more detailed study of the electrolysis reaction, see: Whitehead, C. R.; Sessions, E. H.; Ghiviriga, I.; Wright, D. L. Org. Lett, 2002, 4, 3763.
    • (2002) Org. Lett. , vol.4 , pp. 3763
    • Whitehead, C.R.1    Sessions, E.H.2    Ghiviriga, I.3    Wright, D.L.4
  • 8
    • 0035940147 scopus 로고    scopus 로고
    • For related synthetic efforts that utilize anodic oxidations to couple enol ether and ketene acetal equivalents to oxygen nucleophiles, see: (a) Duan. S.; Moeller, K. D. Org. Lett. 2001, 3, 2685.
    • (2001) Org. Lett. , vol.3 , pp. 2685
    • Duan, S.1    Moeller, K.D.2
  • 11
    • 0036214862 scopus 로고    scopus 로고
    • For a review of total synthesis efforts using related electrochemical arene olefination type reactions, see: Yamamura, S.; Nishiyama, S. Synlett 2002, 4, 533.
    • (2002) Synlett. , vol.4 , pp. 533
    • Yamamura, S.1    Nishiyama, S.2
  • 19
    • 37049082553 scopus 로고
    • For a synthesis of alliacolide, see: (d) Ladlow, M.; Pattenden, G. J. Chem. Soc., Perkin Trans. 1 1988, 1107-1118 and Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1985, 26, 4413-4416.
    • (1988) J. Chem. Soc., Perkin Trans. 1 , pp. 1107-1118
    • Ladlow, M.1    Pattenden, G.2
  • 20
    • 0022400056 scopus 로고
    • For a synthesis of alliacolide, see: (d) Ladlow, M.; Pattenden, G. J. Chem. Soc., Perkin Trans. 1 1988, 1107-1118 and Ladlow, M.; Pattenden, G. Tetrahedron Lett. 1985, 26, 4413-4416.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 4413-4416
    • Ladlow, M.1    Pattenden, G.2
  • 21
    • 0028237469 scopus 로고
    • For early anodic coupling reactions involving enol ethers and furan rings, see: (a) Moeller, K. D.; New, D. G. Tetrahedron Lett. 1994, 35, 2857.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 2857
    • Moeller, K.D.1    New, D.G.2
  • 24
    • 0012376069 scopus 로고    scopus 로고
    • note
    • The electrolyses were conducted utilizing a model 630 coulometer, a model 410 potentiostatic controller, and a model 420A power supply purchased from the Electrosynthesis Co., Inc.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.