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
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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
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Año: | 1990
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Número: | 11
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Página de inicio: | 3095
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Página de fin: | 3101
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Título revista: | Journal of the Chemical Society, Perkin Transactions 1
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ISSN: | 14727781
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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 [ ]