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Abstract:

The iodocyclization of O-alkenyl imidates derived from (4R,5S)-1,5- dimethyl-4-phenylimidazolidin2-one (1) affords diastereoisomeric mixtures of 4,5-dihydro-1,3-oxazoles (7a and b) and (9a and b) or 4,5-dihydro-1,3-oxazines (8a and b) and (10a and b) which are easily separated by flash chromatography and successively cleaved to enantiomerically pure amino diols. Crystal structures were determined for compounds (7a) and (9a).

Registro:

Documento: Artículo
Título:New synthesis of 4,5-dihydro-1,3-oxazoles and 4,5-dihydro-1,3-oxazines. Useful intermediates to enantiomerically pure amino diols. X-ray molecular structure of (4S,5R,4′S)-1 -(4′-lodomethyl-4′-methyl-4′, 5′-dihydro-1 ′,3′-oxazol2′-yl)-3,4-dimethyl-5- phenylimidazolidin-2-one
Autor:Bongini, A.; Cardillo, G.; Orena, M.; Sabatino, P.; Sandri, S.; Romero, M.S.
Filiación:Centra di Studio per la Fisica delle Macromolecole, Dipartimento di Chimica 'G. Ciamician', Via Selmi 2, 40126 Bologna, Italy
Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina
Año:1990
Número:11
Página de inicio:3095
Página de fin:3101
Título revista:Journal of the Chemical Society, Perkin Transactions 1
ISSN:14727781
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v_n11_p3095_Bongini

Citas:

---------- APA ----------
Bongini, A., Cardillo, G., Orena, M., Sabatino, P., Sandri, S. & Romero, M.S. (1990) . New synthesis of 4,5-dihydro-1,3-oxazoles and 4,5-dihydro-1,3-oxazines. Useful intermediates to enantiomerically pure amino diols. X-ray molecular structure of (4S,5R,4′S)-1 -(4′-lodomethyl-4′-methyl-4′, 5′-dihydro-1 ′,3′-oxazol2′-yl)-3,4-dimethyl-5- phenylimidazolidin-2-one. Journal of the Chemical Society, Perkin Transactions 1(11), 3095-3101.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v_n11_p3095_Bongini [ ]
---------- CHICAGO ----------
Bongini, A., Cardillo, G., Orena, M., Sabatino, P., Sandri, S., Romero, M.S. "New synthesis of 4,5-dihydro-1,3-oxazoles and 4,5-dihydro-1,3-oxazines. Useful intermediates to enantiomerically pure amino diols. X-ray molecular structure of (4S,5R,4′S)-1 -(4′-lodomethyl-4′-methyl-4′, 5′-dihydro-1 ′,3′-oxazol2′-yl)-3,4-dimethyl-5- phenylimidazolidin-2-one" . Journal of the Chemical Society, Perkin Transactions 1, no. 11 (1990) : 3095-3101.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v_n11_p3095_Bongini [ ]
---------- MLA ----------
Bongini, A., Cardillo, G., Orena, M., Sabatino, P., Sandri, S., Romero, M.S. "New synthesis of 4,5-dihydro-1,3-oxazoles and 4,5-dihydro-1,3-oxazines. Useful intermediates to enantiomerically pure amino diols. X-ray molecular structure of (4S,5R,4′S)-1 -(4′-lodomethyl-4′-methyl-4′, 5′-dihydro-1 ′,3′-oxazol2′-yl)-3,4-dimethyl-5- phenylimidazolidin-2-one" . Journal of the Chemical Society, Perkin Transactions 1, no. 11, 1990, pp. 3095-3101.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v_n11_p3095_Bongini [ ]
---------- VANCOUVER ----------
Bongini, A., Cardillo, G., Orena, M., Sabatino, P., Sandri, S., Romero, M.S. New synthesis of 4,5-dihydro-1,3-oxazoles and 4,5-dihydro-1,3-oxazines. Useful intermediates to enantiomerically pure amino diols. X-ray molecular structure of (4S,5R,4′S)-1 -(4′-lodomethyl-4′-methyl-4′, 5′-dihydro-1 ′,3′-oxazol2′-yl)-3,4-dimethyl-5- phenylimidazolidin-2-one. 1990(11):3095-3101.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v_n11_p3095_Bongini [ ]