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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., Prieto, Auxiliadora, Fernández, Rosario
Palabras clave : N,N-dialylhydrazones
Conjugate additions
Synthetic methods
Fecha de publicación : 10-Mar-2005
Editor: Elsevier
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:
ISSN: 0040-4020
DOI: 10.1016/j.tet.2005.02.007
Citación : Tetrahedron 61(16): 4115-4128 (2005)
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