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Aza-Michael addition of chiral hydrazines to alkylidene malonates
Authors:Auxiliadora Prieto,José   M. Lassaletta,Eleuterio Alvarez
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
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.
Keywords:Conjugate addition   Hydrazines   Synthetic methods
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