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Abstract:

N-nitrosoalkylamines were efficiently synthesized from the reaction of lithium amides with NO at atmospheric pressure using dialkylamines as starting materials. With asymmetric amines stereoselectivity is observed giving rise to different amounts of E and Z isomers.

Registro:

Documento: Artículo
Título:A highly convenient new methodology for the synthesis of N-nitrosamines from lithium amides
Autor:Nudelman, N.S.; Bonatti, A.E.
Filiación:Pab. II, P. 3, Cdad Universitaria 1428 Buenos Aires, Argentina
Palabras clave:Alkyl nitrosamines; Lithium amides; Nitrosamines; Nitrosation; NO reactivity; amide; lithium; nitric oxide; nitrosamine; article; atmospheric pressure; chemical reaction; methodology; nitrosation; stereochemistry; synthesis
Año:2000
Número:12
Página de inicio:1825
Página de fin:1827
Título revista:Synlett
Título revista abreviado:Synlett
ISSN:09365214
CODEN:SYNLE
CAS:amide, 17655-31-1; lithium, 7439-93-2; nitric oxide, 10102-43-9; nitrosamine, 35576-91-1
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09365214_v_n12_p1825_Nudelman

Referencias:

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  • (1998) Dictionary of Organic Compounds on CD-ROM, version 6:1, , Chapman and Hall, London
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  • Mehler, A.H., Nitric oxide from arginine: A biological surprise (1996), The chemistry of amino, nitroso, nitro and related groups Part 2; Patai S., Ed.; Wiley, Chichester; Itoh, T., Nagata, K., Matsuya, Y., Miyazaki, M., Ohsawa, A., (1997) Tetrahedron Lett., 38, pp. 5017-5020
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  • Nudelman, N.S., Doctorovich, F., (1994) Tetrahedron, 50, p. 4651
  • Nudelman, N.S., Carbonylation of main-group organometallic compounds (1989), The Chemistry of Double Bonded Functional Groups; Patai S., Ed.; Wiley, Chichester; Seyferth, D., Hui, R.C., Wang, W.L., (1993) J. Org. Chem., 58, p. 5843
  • Nudelman, N.S., Schulz, H., Garcia Linares, G., Bonatti, A., Boche, G., (1998) Organometallics, 17, pp. 146-150
  • Nudelman, N.S., Garcia Linares, G., (2000) J. Org. Chem., 65, p. 1629
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Citas:

---------- APA ----------
Nudelman, N.S. & Bonatti, A.E. (2000) . A highly convenient new methodology for the synthesis of N-nitrosamines from lithium amides. Synlett(12), 1825-1827.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09365214_v_n12_p1825_Nudelman [ ]
---------- CHICAGO ----------
Nudelman, N.S., Bonatti, A.E. "A highly convenient new methodology for the synthesis of N-nitrosamines from lithium amides" . Synlett, no. 12 (2000) : 1825-1827.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09365214_v_n12_p1825_Nudelman [ ]
---------- MLA ----------
Nudelman, N.S., Bonatti, A.E. "A highly convenient new methodology for the synthesis of N-nitrosamines from lithium amides" . Synlett, no. 12, 2000, pp. 1825-1827.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09365214_v_n12_p1825_Nudelman [ ]
---------- VANCOUVER ----------
Nudelman, N.S., Bonatti, A.E. A highly convenient new methodology for the synthesis of N-nitrosamines from lithium amides. Synlett. 2000(12):1825-1827.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09365214_v_n12_p1825_Nudelman [ ]