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Volumn 128, Issue 5, 2006, Pages 1442-1443

Efficient synthesis of cyclopentenones from enynyl acetates via tandem Au(I)-catalyzed 3,3-rearrangement and the Nazarov reaction

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; CYCLOPENTENONE DERIVATIVE; GOLD;

EID: 32244445098     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja057327q     Document Type: Article
Times cited : (343)

References (31)
  • 1
    • 0034605865 scopus 로고    scopus 로고
    • For recent reviews, see: (a) Dyker, G. Angew Chem., Int. Ed. 2000, 39, 4237-4239.
    • (2000) Angew Chem., Int. Ed. , vol.39 , pp. 4237-4239
    • Dyker, G.1
  • 15
    • 25444517094 scopus 로고    scopus 로고
    • (k) Gagosz, F. Org. Lett. 2005, 7, 4129-4132.
    • (2005) Org. Lett. , vol.7 , pp. 4129-4132
    • Gagosz, F.1
  • 19
    • 32244444001 scopus 로고    scopus 로고
    • note
    • (a) See ref 2a.
  • 25
    • 0013290683 scopus 로고
    • Exceptions include transition-metal-catalyzed isomerizations of 1-ethynyl-2-propenyl carboxylates to cyclopentenones. For Pd-catalyzed case, see: (a) Rautenstrauch, V. J. Org. Chem. 1984, 49, 950-952.
    • (1984) J. Org. Chem. , vol.49 , pp. 950-952
    • Rautenstrauch, V.1
  • 28
    • 32244449147 scopus 로고    scopus 로고
    • note
    • Compound 2 was not very stable on silica gel column. However, quick flash column allowed its isolation and characterization.
  • 29
    • 32244448432 scopus 로고    scopus 로고
    • note
    • 2 with deionized water in a separatory funnel.
  • 30
    • 32244438775 scopus 로고    scopus 로고
    • note
    • 2H NMR.
  • 31
    • 32244436765 scopus 로고    scopus 로고
    • note
    • BnSMe was used to poison the cationic Au(I) catalyst, while it is not basic enough to neutralize the acid generated during the reaction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.