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Volumn 67, Issue 26, 2002, Pages 9288-9294

3,5,7-Trimethyl-1-azatricyclo[3.3.1.13,7]decan-2-ylidene, an Aminocarbene without π conjugation

Author keywords

[No Author keywords available]

Indexed keywords

NITROGEN COMPOUNDS; OLEFINS;

EID: 0037184840     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0206014     Document Type: Article
Times cited : (25)

References (36)
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    • (d) Alder, R. W. Carbene Chemistry; Bertrand, G., Ed.; Marcel Dekker: New York, 2002; Chapter 5.
    • (2002) Carbene Chemistry
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    • Michl, J.; Radziszewski, J. G.; Downing, J. W.; Kopecky, J.; Kazynski, P.; Miller, R. D. Pure Appl. Chem. 1987, 59, 1613. Bian, N.; Jones, M., Jr. J. Am. Chem. Soc. 1995, 117, 8957.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8957
    • Bian, N.1    Jones M., Jr.2
  • 17
    • 0346521180 scopus 로고    scopus 로고
    • note
    • All new compounds showed appropriate high-resolution mass spectra. See the Experimental Section for details.
  • 19
    • 0346521179 scopus 로고    scopus 로고
    • note
    • This reaction was quantified to show that we were not dealing with trace products. The yield is based on starting tosylhydrazone and thus represents the overall yield of a series of four reactions: salt formation, diazo compound formation, carbene generation, and cycloaddition. Losses in isolation undoubtedly also occurred. The other cycloaddition reactions were not quantified, were compared to this one, and were not significantly different.
  • 20
    • 0004186077 scopus 로고
    • Georg Thieme: Stuttgart
    • Regitz, M., Ed. Carbene(oide); Georg Thieme: Stuttgart, 1989. Kirmse, W. Carbene Chemistry; Academic: New York, 1971. Jones, M., Jr.; Moss, R. A. Carbenes; Wiley: New York, 1973; Vol. 1. Moss, R. A.; Jones, M., Jr. Carbenes; Wiley: New York, 1975; Vol. 2.
    • (1989) Carbene(oide)
    • Regitz, M.1
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    • 0004050551 scopus 로고
    • Academic: New York
    • Regitz, M., Ed. Carbene(oide); Georg Thieme: Stuttgart, 1989. Kirmse, W. Carbene Chemistry; Academic: New York, 1971. Jones, M., Jr.; Moss, R. A. Carbenes; Wiley: New York, 1973; Vol. 1. Moss, R. A.; Jones, M., Jr. Carbenes; Wiley: New York, 1975; Vol. 2.
    • (1971) Carbene Chemistry
    • Kirmse, W.1
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    • 0003428791 scopus 로고
    • Wiley: New York
    • Regitz, M., Ed. Carbene(oide); Georg Thieme: Stuttgart, 1989. Kirmse, W. Carbene Chemistry; Academic: New York, 1971. Jones, M., Jr.; Moss, R. A. Carbenes; Wiley: New York, 1973; Vol. 1. Moss, R. A.; Jones, M., Jr. Carbenes; Wiley: New York, 1975; Vol. 2.
    • (1973) Carbenes , vol.1
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    • Wiley: New York
    • Regitz, M., Ed. Carbene(oide); Georg Thieme: Stuttgart, 1989. Kirmse, W. Carbene Chemistry; Academic: New York, 1971. Jones, M., Jr.; Moss, R. A. Carbenes; Wiley: New York, 1973; Vol. 1. Moss, R. A.; Jones, M., Jr. Carbenes; Wiley: New York, 1975; Vol. 2.
    • (1975) Carbenes , vol.2
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    • Moss, R. A., Jones, M., Jr., Eds.; Wiley: New York, Chapter 6
    • See: Gaspar, P. P.; Hammond, G. S. In Carbenes; Moss, R. A., Jones, M., Jr., Eds.; Wiley: New York, 1975; Vol. 2, Chapter 6.
    • (1975) Carbenes , vol.2
    • Gaspar, P.P.1    Hammond, G.S.2
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    • note
    • We thank Professor Paul M. Lahti for valient attempts to find an ESR spectrum.
  • 27
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    • Jones, M., Jr., Moss, R. A., Eds.; Wiley: New York, Chapter 2
    • Moss, R. A. In Carbenes; Jones, M., Jr., Moss, R. A., Eds.; Wiley: New York, 1973; Vol. 1, Chapter 2.
    • (1973) Carbenes , vol.1
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    • (1981) Tetrahedron Lett. , vol.22 , pp. 3749
    • Moss, R.A.1    Chang, M.J.2


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