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Volumn 43, Issue 18, 2004, Pages 2402-2406

Cationic gold(I) complexes: Highly alkynophilic catalysts for the exo- and endo-cyclization of enynes

Author keywords

Alkynes; Cyclization; Density functional calculations; Gold; Rearrangements

Indexed keywords

AROMATIC COMPOUNDS; CATALYSTS; INTERMETALLICS;

EID: 3242741475     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200353207     Document Type: Article
Times cited : (573)

References (52)
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    • a) R. Hoffmann, Angew. Chem. 1982, 94, 725-739; Angew. Chem. Int. Ed. Engl. 1982, 21, 711-724;
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    • See the Supporting Information for details
    • See the Supporting Information for details.
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    • a) E. Mizushima, K. Sato, T. Hayashi, M. Tanaka, Angew. Chem. 2002, 114, 4745-4747; Angew. Chem. Int. Ed. 2002, 41, 4563-4565;
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    • 1 catalysts: J. H. Teles, S. Brode, M. Chabanas, Angew. Chem. 1998, 110, 1475-1478; Angew. Chem. Int. Ed. 1998, 37, 1415-1418.
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    • 2]/bis(2-methoxyphenylphosphane)propane. However, a palladium hydride was proposed to be involved in this cyclization: B. M. Trost, L. Zhi, K. Imi, Tetrahedron Lett. 1994, 35, 1361-1364;
    • (1994) Tetrahedron Lett. , vol.35 , pp. 1361-1364
    • Trost, B.M.1    Zhi, L.2    Imi, K.3
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    • note
    • b) Opening of cyclopropane C (Schemel) to form M, followed by proton loss and final cleavage of the M-C bond, could also be conceived as a possible mechanism for the formation of products I. However, the isolation of 19 from 18 excludes this mechanism.
  • 36
    • 0000340818 scopus 로고    scopus 로고
    • Products with structure I are also obtained by the ring-closing metathesis of enynes catalyzed by a second-generation ruthenium Grubbs catalyst: T. Kitamura, Y. Sato, M. Mori, Adv. Synth. Catal. 2002, 344, 678-693.
    • (2002) Adv. Synth. Catal. , vol.344 , pp. 678-693
    • Kitamura, T.1    Sato, Y.2    Mori, M.3
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    • b) E. Mainetti, V. Mouries, L. Fensterbank, M. Malacria, J. Marco-Contelles, Angew. Chem. 2002, 114, 2236-2239; Angew. Chem. Int. Ed. 2002, 41, 2132-2135.
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    • 4 has been reported as a particularly effective catalyst for this cyclization: S. J. Pastine, S. W. Youn, D. Sames, Org. Lett. 2003, 5, 1055-1058.
    • (2003) Org. Lett. , vol.5 , pp. 1055-1058
    • Pastine, S.J.1    Youn, S.W.2    Sames, D.3
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    • Recent leading references: a) G. Dyker, D. Hildebrandt, J. Liu, K. Merz, Angew. Chem. 2003, 115, 4536-4538; Angew. Chem. Int. Ed. 2003, 42, 4399-4402;
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 4399-4402


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.