Artículo
Di Chenna, P.H.; Dauban, P.; Ghini, A.; Burton, G.; Dodd, R.H. "Aziridination of 11-pregnene-3,20-dione using PhI=N-Ses" (2000) Tetrahedron Letters. 41(36):7041-7045
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Abstract:
The copper-catalyzed reaction of [N-(Ses)imino]phenyliodinane with 11-pregnene-3,20-dione gave the corresponding aziridine in 53% yield. The Ses protecting group could be conveniently removed using the TASF reagent. Furthermore, nucleophilic ring opening of the protected N-Ses-aziridine with thiophenol in the presence of a Lewis acid led to introduction of the thiophenol group at the α-12 position but, unexpectedly, concomitant loss of the Ses group to provide compound 10.© 2000 Elsevier Science Ltd.
Registro:
| Documento: | Artículo |
| Título: | Aziridination of 11-pregnene-3,20-dione using PhI=N-Ses |
| Autor: | Di Chenna, P.H.; Dauban, P.; Ghini, A.; Burton, G.; Dodd, R.H. |
| Filiación: | Departamento de Quimica Organica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina Institut de Chimie des Substances Naturelles, C.N.R.S., 91198 Gif-sur-Yvette Cedex, France |
| Palabras clave: | 11 pregnene 3,20 dione; aziridine derivative; pregnane derivative; steroid; unclassified drug; article; chemical reaction; nuclear Overhauser effect; proton nuclear magnetic resonance; reduction; stereochemistry; stereoisomerism; steroidogenesis; synthesis |
| Año: | 2000 |
| Volumen: | 41 |
| Número: | 36 |
| Página de inicio: | 7041 |
| Página de fin: | 7045 |
| DOI: | http://dx.doi.org/10.1016/S0040-4039(00)01228-4 |
| Título revista: | Tetrahedron Letters |
| Título revista abreviado: | Tetrahedron Lett. |
| ISSN: | 00404039 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v41_n36_p7041_DiChenna |
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Citas:
---------- APA ----------
Di Chenna, P.H., Dauban, P., Ghini, A., Burton, G. & Dodd, R.H. (2000) . Aziridination of 11-pregnene-3,20-dione using PhI=N-Ses. Tetrahedron Letters, 41(36), 7041-7045.http://dx.doi.org/10.1016/S0040-4039(00)01228-4
---------- CHICAGO ----------
Di Chenna, P.H., Dauban, P., Ghini, A., Burton, G., Dodd, R.H. "Aziridination of 11-pregnene-3,20-dione using PhI=N-Ses" . Tetrahedron Letters 41, no. 36 (2000) : 7041-7045.http://dx.doi.org/10.1016/S0040-4039(00)01228-4
---------- MLA ----------
Di Chenna, P.H., Dauban, P., Ghini, A., Burton, G., Dodd, R.H. "Aziridination of 11-pregnene-3,20-dione using PhI=N-Ses" . Tetrahedron Letters, vol. 41, no. 36, 2000, pp. 7041-7045.http://dx.doi.org/10.1016/S0040-4039(00)01228-4
---------- VANCOUVER ----------
Di Chenna, P.H., Dauban, P., Ghini, A., Burton, G., Dodd, R.H. Aziridination of 11-pregnene-3,20-dione using PhI=N-Ses. Tetrahedron Lett. 2000;41(36):7041-7045.http://dx.doi.org/10.1016/S0040-4039(00)01228-4
