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Volumn 36, Issue 24, 1997, Pages 2828-2830

[2+1] Cycloadditions of Diazoalkanes to Enol Ethers Catalyzed by Chromium Complexes - The First Direct Spectroscopic Observation of a Carbene Complex Intermediate

Author keywords

Carbene complexes; Chromium; Cyclopropanations; Homogeneous catalysis

Indexed keywords


EID: 0009582666     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199728281     Document Type: Article
Times cited : (28)

References (33)
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    • note
    • The formal carbene dimers diethyl maleate and -fumarate were isolated as by-products.
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    • note
    • 1-Hexene, cyclohexene, cyclooctene, furan, and ethyl acrylate were examined.
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    • 3, 4: M. P. Doyle, D. van Leusen, W. H. Tamblyn, Synthesis 1981, 787; 5: I. Reichelt, H.-U. Reissig, Chem. Ber. 1983, 116, 3895; 6: M. P. Doyle, K.-L. Loh, K. M. DeVries, M. S. Chinn, Tetrahedron Lett. 1987, 28, 833.
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    • 3, 4: M. P. Doyle, D. van Leusen, W. H. Tamblyn, Synthesis 1981, 787; 5: I. Reichelt, H.-U. Reissig, Chem. Ber. 1983, 116, 3895; 6: M. P. Doyle, K.-L. Loh, K. M. DeVries, M. S. Chinn, Tetrahedron Lett. 1987, 28, 833.
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    • 3, 4: M. P. Doyle, D. van Leusen, W. H. Tamblyn, Synthesis 1981, 787; 5: I. Reichelt, H.-U. Reissig, Chem. Ber. 1983, 116, 3895; 6: M. P. Doyle, K.-L. Loh, K. M. DeVries, M. S. Chinn, Tetrahedron Lett. 1987, 28, 833.
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    • note
    • The formal carbene dimer 9,9′-bisfluorenylidene and bis[9-(9H)-fluorenylidene]azine were isolated.
  • 30
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    • The uncataiyzed [2 + 1] cycloaddition of 7 is known, for example, for reaction with methyl acrylate: L. Horner, E. Lingnau, Liebigs Ann. Chem. 1955, 591, 21.
    • (1955) Liebigs Ann. Chem. , vol.591 , pp. 21
    • Horner, L.1    Lingnau, E.2


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