Aza-Michael addition of chiral hydrazines to alkylidene malonates |
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Authors: | Auxiliadora Prieto,José M. Lassaletta,Eleuterio Alvarez |
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Affiliation: | a Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Apartado de Correos No. 553, E-41071, Seville, Spain b Instituto de Investigaciones Químicas, CSIC-USe, c/Americo Vespuccio 49, E-41092 Seville, Spain |
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Abstract: | The conjugate spontaneous addition of chiral N,N-dialkylhydrazines 1 to dimethyl alkylidene/arylidene malonates 2, 5-10 affords the corresponding β-hydrazino esters in moderate-to-good yields and selectivities. d-Mannitol-derived hydrazine 1a afforded best results, mainly due to the higher stability of the products 3, 11-16. |
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Keywords: | Conjugate addition Hydrazines Synthetic methods |
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