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Volumn 20, Issue 3, 2001, Pages 370-372

Structure of an η1 nickel O-enolate: Mechanistic implications in catalytic enyne cyclizations

Author keywords

[No Author keywords available]

Indexed keywords

CATALYTIC ENYNE CYCLIZATION; NICKEL ENOLATE;

EID: 0035809288     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0010013     Document Type: Article
Times cited : (93)

References (59)
  • 2
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    • Paquette, L. A., Ed.; Pergamon Press: New York
    • (b) Negishi, E. In Comprehensive Organic Synthesis; Paquette, L. A., Ed.; Pergamon Press: New York, 1991; Vol. 5, p 1163.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 1163
    • Negishi, E.1
  • 13
    • 0002307453 scopus 로고
    • The pauson-khand cycloaddition reaction for synthesis of cyclopentenones
    • Paquette, L. A., Ed.; Wiley: New York
    • (a) Schore, N. E. The Pauson-Khand Cycloaddition Reaction for Synthesis of Cyclopentenones. In Organic Reactions; Paquette, L. A., Ed.; Wiley: New York, 1991; Vol. 40, p 1.
    • (1991) Organic Reactions , vol.40 , pp. 1
    • Schore, N.E.1
  • 18
    • 84985614901 scopus 로고
    • For an overview of the outstanding early contributions from Wilke in nickel-catalyzed oligomerizations, see: Wilke, Angew. Chem., Int. Ed. Engl. 1988, 27, 185.
    • (1988) Angew. Chem., Int. Ed. Engl. , vol.27 , pp. 185
  • 26
    • 0001033789 scopus 로고
    • note
    • Metallacycles derived from oxidative cyclization of an alkene and an alkyne have been reported for other transition metals: For Pt: (a) Klosin, J.; Abboud, K. A.; Jones, W. M. Organometallics 1995, 14, 2892.
    • (1995) Organometallics , vol.14 , pp. 2892
    • Klosin, J.1    Abboud, K.A.2    Jones, W.M.3
  • 35
    • 0000648817 scopus 로고
    • note
    • Nickel(0) complexes that possess one alkene ligand and one alkyne ligand have been reported. Complexes of this type are presumably the direct precursors of metallacyclopentenes. (a) Pörschke, K. R. J. Am. Chem. Soc. 1989, 111, 5691.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 5691
    • Pörschke, K.R.1
  • 38
    • 0033855773 scopus 로고    scopus 로고
    • (b) For related intermolecular processes, see: Ikeda, S. Acc. Chem. Res. 2000, 33, 511.
    • (2000) Acc. Chem. Res. , vol.33 , pp. 511
    • Ikeda, S.1
  • 42
    • 0011647390 scopus 로고    scopus 로고
    • note
    • 3, 2θ(max) = 56°, λ 0.710 73 Å. A total of 1650 CCD frames were collected at room temperature, yielding 14 397 reflections, of which 4686 were independent. Refinement was carried out on I on all reflections in SHELX-97, with absorption corrections from SADABS; hydrogen atoms were observed and refined. R1 = 0.033 and wR2 = 0.050 for the final R indices (I > 2σ(I)); when weak reflections were included, Rl = 0.133 and wR2 = 0.059. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as Supplementary Publication Nos. 150892 and 150893. Copies of the data can be obtained free of charge on application to the CCDC, 12 Union Road, Cambridge CB21EZ, U.K. (fax, (+44)1223-336-033; e-mail, deposit@ccdc.cam.ac.uk).
  • 57
    • 0345831185 scopus 로고    scopus 로고
    • (a) For transmetalation processes of a stoichiometrically generated nickel oxametallacycle, Sato, Y.; Takanashi, T.; Mori, M. Organometallics 1999, 18, 4891.
    • (1999) Organometallics , vol.18 , pp. 4891
    • Sato, Y.1    Takanashi, T.2    Mori, M.3
  • 59
    • 0034697670 scopus 로고    scopus 로고
    • note
    • (a) The extensively studied nickel-catalyzed [4 + 2] cycloaddition of dienes and alkynes was proposed to proceed through a species closely related to 6 (replacing O with CHR). (b) The recently described ruthenium-catalyzed [4 + 2] cycloaddition of alkynyl enones was proposed to proceed through a ruthenium analogue of 6: Trost, B. M.; Brown, R. E.; Toste, F. D. J. Am. Chem. Soc. 2000, 122, 5877.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 5877
    • Trost, B.M.1    Brown, R.E.2    Toste, F.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.