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Título: | Michael addition of chiral formaldehyde N,N-dialkylhydrazones to activated cyclic alkenes |
Autor: | Vázquez, Juan; Cristea, Elena; Díez, Elena; Lassaletta, José M. CSIC ORCID ; Prieto, María Auxiliadora CSIC ORCID ; Fernández, Rosario | Palabras clave: | N,N-dialylhydrazones Conjugate additions Synthetic methods |
Fecha de publicación: | 10-mar-2005 | Editor: | Elsevier | Citación: | Tetrahedron 61(16): 4115-4128 (2005) | Resumen: | The nucleophilic conjugate addition of chiral formaldehyde N,N-dialkylhydrazones 1 to doubly activated cyclic alkenes 2–8 proceeds smoothly to afford the corresponding Michael adducts 14, 16, 18, 20, 22, 24, and 25 in variable yields and selectivities. The reactions take place either spontaneously or in the presence of MgI2 as a mild Lewis acid depending on the type of substrate. Release of the chiral auxiliary was achieved by transformation of the hydrazone moiety into acetals, dithioacetals or nitriles. | Descripción: | 14 páginas, 1 figura, 2 tablas, 15 esquemas. | Versión del editor: | http://dx.doi.org/10.1016/j.tet.2005.02.007 | URI: | http://hdl.handle.net/10261/37879 | DOI: | 10.1016/j.tet.2005.02.007 | ISSN: | 0040-4020 |
Aparece en las colecciones: | (IIQ) Artículos |
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