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Volumn 25, Issue 9, 2006, Pages 2337-2343

Versatile reactivity of alkynyl fischer carbene complexes toward pentafulvenes: Carbocyclization and C-H insertion reactions

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CHEMICAL BONDS; CHROMIUM; REACTION KINETICS; TUNGSTEN;

EID: 33646431448     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0601394     Document Type: Article
Times cited : (14)

References (101)
  • 2
    • 0000134377 scopus 로고
    • Abel, E. W., Stone F. G. A., Wilkinson, G., Eds.; Pergamon: New York
    • Recent reviews: (a) Wulff, W. D. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone F. G. A., Wilkinson, G., Eds.; Pergamon: New York, 1995; Vol. 12, p 469.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 469
    • Wulff, W.D.1
  • 80
    • 0034699808 scopus 로고    scopus 로고
    • (c) For cyclopropanation reactions with rhodium(II) alkynyl carbenes, see: Davies, H. M. L.; Boebel, T. A. Tetrahedron Lett. 2000, 41, 8189.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 8189
    • Davies, H.M.L.1    Boebel, T.A.2
  • 81
    • 33646392928 scopus 로고    scopus 로고
    • note
    • Chromium carbene complexes are less efficient than the tungsten counterparts in terms of yield and selectivity (cyclopropanation vs [4+3] cyclization).
  • 84
    • 84982068617 scopus 로고
    • For the [4+2] cycloaddition of dimethylfulvene and electron-poor alkynes, see: (a) Prinzbach, H.; Auge, W.; Basbudak, M. Chem. Ber. 1973, 106, 1822.
    • (1973) Chem. Ber. , vol.106 , pp. 1822
    • Prinzbach, H.1    Auge, W.2    Basbudak, M.3
  • 88
    • 33646430783 scopus 로고    scopus 로고
    • note
    • When the reaction was ran in THF mixtures of [4+2] and [4+3], cycloadducts were obtained.
  • 97
    • 33646408057 scopus 로고    scopus 로고
    • note
    • We are much indebted to a reviewer for his suggestions on the mechanism outlined.
  • 98
    • 0037427983 scopus 로고    scopus 로고
    • The rearrangement of the [4+2] cycloadducts of dimethylfulvene and alkenes with strong acceptor substituents into the [2+2] cycloadducts occurs via zwitterionic intermediates; see: Howard, M. H.; Alexander, V.; Marshall, W. J.; Roe, D. C.; Zheng, Y.-J. J. Org. Chem. 2003, 68, 120.
    • (2003) J. Org. Chem. , vol.68 , pp. 120
    • Howard, M.H.1    Alexander, V.2    Marshall, W.J.3    Roe, D.C.4    Zheng, Y.-J.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.