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Abstract:

Highly hindered 1,2-diaryl diketones can be synthesized in good yields by the reaction of 1-aryllithium with CO in THF solution at atmospheric pressure; preparation of cis- and trans-1,2-diacetoxy-1,2-bis(Mes)ethene can be also afforded by a similar procedure and further quenching with Ac2O.

Registro:

Documento: Artículo
Título:Synthesis of highly hindered 1,2-diaryl diketones and of cis- and trans-1,2-diacetoxy-1,2-bis(aryl)ethenes
Autor:Nudelman, N.; Schulz, H.
Filiación:Depto. de Quim. Orgánica, Fac. de Ciencias Exactes y Naturales, Universidad de Buenos Aires, Pab. II, P. 3, 1428 Buenos Aires, Argentina
Palabras clave:1,2 dicarbonyl derivative; carbon monoxide; ethylene derivative; lithium derivative; article; cis trans isomerism; cross linking; stereospecificity; synthesis
Año:1999
Número:7
Página de inicio:422
Página de fin:423
DOI: http://dx.doi.org/10.1039/a809045i
Título revista:Journal of Chemical Research - Part S
Título revista abreviado:J. Chem. Res. Part S
ISSN:03082342
CODEN:JRPSD
CAS:carbon monoxide, 630-08-0
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03082342_v_n7_p422_Nudelman

Referencias:

  • Trost, B.M., Fleming, I., (1993) Comprehensive Organic Synthesis, , Pergamon Press, New York, ch. 9
  • Wirth, T., (1996) Angew. Chem., Int. Ed. Engl., 35, p. 61
  • Tomaselli, G.A., Failla, S., Ballisteri, F.P., (1988) J. Org. Chem., 53, p. 830
  • Karaman, R., Fry, J., (1989) Tetrahedron Lett., 30, p. 2757
  • Katritzky, A.R., Wang, Z., Lang, H., Feng, D., (1997) J. Org. Chem., 62, p. 4125
  • Kohler, E.P., Baltzly, R., (1932) J. Am. Chem. Soc., 54, p. 4015
  • Nudelman, N.S., Doctorovich, F., (1994) Tetrahedron, 50, p. 4651
  • Seyferth, D., Weinstein, R., (1982) J. Am. Chem. Soc., 104, p. 5534. , or thioesters
  • Seyferth, D., Hul, R., (1984) Organometallics, 3, p. 327
  • Schleyer, P.V.R., Winchester, W.R., Bauer, W., (1987) Organometallics, 6, p. 2371
  • note; Nudelman, N.S., Vitale, A.A., (1983) J. Organomet. Chem., 241, p. 143
  • Toda, F., (1995) Acc. Chem. Res., 28, p. 480
  • Nudelman, N.S., Vitale, A.A., (1981) Org. Prep. Proced., 13, p. 144
  • Nudelman, N.S., Lewcowicz, E.S., Perez, D.G., (1990) Synthesis, p. 917
  • Fuson, R.C., Scott, S.L., Horning, E.C., McKeever, C., (1940) J. Am. Chem. Soc., 62, p. 2091
  • Shacklett, C.D., Smieth, H.A., (1953) J. Am. Chem. Soc., 75, p. 2654
  • Cook, J.W., (1930) J. Chem. Soc., p. 1087
  • Fuson, R.C., McKeever, C.H., Corse, J., (1940) J. Am. Chem. Soc., 72, p. 600

Citas:

---------- APA ----------
Nudelman, N. & Schulz, H. (1999) . Synthesis of highly hindered 1,2-diaryl diketones and of cis- and trans-1,2-diacetoxy-1,2-bis(aryl)ethenes. Journal of Chemical Research - Part S(7), 422-423.
http://dx.doi.org/10.1039/a809045i
---------- CHICAGO ----------
Nudelman, N., Schulz, H. "Synthesis of highly hindered 1,2-diaryl diketones and of cis- and trans-1,2-diacetoxy-1,2-bis(aryl)ethenes" . Journal of Chemical Research - Part S, no. 7 (1999) : 422-423.
http://dx.doi.org/10.1039/a809045i
---------- MLA ----------
Nudelman, N., Schulz, H. "Synthesis of highly hindered 1,2-diaryl diketones and of cis- and trans-1,2-diacetoxy-1,2-bis(aryl)ethenes" . Journal of Chemical Research - Part S, no. 7, 1999, pp. 422-423.
http://dx.doi.org/10.1039/a809045i
---------- VANCOUVER ----------
Nudelman, N., Schulz, H. Synthesis of highly hindered 1,2-diaryl diketones and of cis- and trans-1,2-diacetoxy-1,2-bis(aryl)ethenes. J. Chem. Res. Part S. 1999(7):422-423.
http://dx.doi.org/10.1039/a809045i