메뉴 건너뛰기




Volumn 50, Issue 26, 2009, Pages 3606-3608

Consecutive enolate addition/cyclization of Fischer enynyl carbene complexes: facile access to cyclopentenoids

Author keywords

Carbene; Chromium; Cyclopentannulation; Cyclopentenone; Enolate

Indexed keywords

BENZOFURAN DERIVATIVE; CARBENE; CARBONYL DERIVATIVE; CYCLOPENTANE DERIVATIVE; ENOLATE; INDOLE DERIVATIVE; NUCLEOPHILE; UNCLASSIFIED DRUG;

EID: 65549157185     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.058     Document Type: Article
Times cited : (9)

References (17)
  • 10
    • 0001032829 scopus 로고
    • The [3+2] cyclization of alkenylcarbenes and alkynes is thought to involve the cyclization of a metallahexatriene:
    • The [3+2] cyclization of alkenylcarbenes and alkynes is thought to involve the cyclization of a metallahexatriene:. Wulff W.D., Bax B.M., Brandvold T.A., Chan K.S., Gilbert A.M., and Hsung R.P. Organometallics 13 (1994) 102-126
    • (1994) Organometallics , vol.13 , pp. 102-126
    • Wulff, W.D.1    Bax, B.M.2    Brandvold, T.A.3    Chan, K.S.4    Gilbert, A.M.5    Hsung, R.P.6
  • 11
    • 0000921410 scopus 로고    scopus 로고
    • The cyclization of 4-amino-1-metalla-1,3,5-trienes to 1,3-cyclopentadienes was reported:
    • The cyclization of 4-amino-1-metalla-1,3,5-trienes to 1,3-cyclopentadienes was reported:. Auman R., Fröhlich R., Prigge J., and Meyer O. Organometallics 18 (1999) 1369-1380
    • (1999) Organometallics , vol.18 , pp. 1369-1380
    • Auman, R.1    Fröhlich, R.2    Prigge, J.3    Meyer, O.4
  • 12
    • 65549125628 scopus 로고    scopus 로고
    • note
    • +] 302.1149, found: 302.1144.
  • 13
    • 65549084990 scopus 로고    scopus 로고
    • note
    • Crystallographic data for 3 have been deposited with the Cambridge Crytallographic Data Centre as supplementary publication CCDC 721068. Copies of the data can be obtained, free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax + 44-(0)1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).
  • 14
    • 65549136394 scopus 로고    scopus 로고
    • note
    • 13C NMR).
  • 15
    • 0032567168 scopus 로고    scopus 로고
    • The reaction of the enynyl carbene 4b with lithium acetone enolate led to trienone 20 as a result of, (i) initial 1,2-addition of the enolate to the metal-carbene functionality, (ii) 1,3-shift of the metal fragment, and (iii) hydrolytic metal elimination. This behavior of Fischer carbene complexes toward carbon nucleophiles has been described. {A figure is presented}
    • The reaction of the enynyl carbene 4b with lithium acetone enolate led to trienone 20 as a result of, (i) initial 1,2-addition of the enolate to the metal-carbene functionality, (ii) 1,3-shift of the metal fragment, and (iii) hydrolytic metal elimination. This behavior of Fischer carbene complexes toward carbon nucleophiles has been described. Barluenga J., Trabanco A.A., Flórez J., García-Granda S., and Llorca M.-A. J. Am. Chem. Soc. 120 (1998) 12129-12130 {A figure is presented}
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 12129-12130
    • Barluenga, J.1    Trabanco, A.A.2    Flórez, J.3    García-Granda, S.4    Llorca, M.-A.5
  • 16
    • 65549090694 scopus 로고    scopus 로고
    • note
    • Crystallographic data for 15 have been deposited with the Cambridge Crytallographic Data Centre as supplementary publication CCDC 721067. Copies of the data can be obtained, free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax + 44-(0)1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).
  • 17
    • 9944247495 scopus 로고    scopus 로고
    • For cyclopentenone-containing natural and bioactive compounds, see:
    • For cyclopentenone-containing natural and bioactive compounds, see:. Gibson S.E., Lewis S.E., and Mainolfi N. J. Organomet. Chem. 689 (2004) 3873-3890
    • (2004) J. Organomet. Chem. , vol.689 , pp. 3873-3890
    • Gibson, S.E.1    Lewis, S.E.2    Mainolfi, N.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.