Enantioselective Michael Additions of Grignard Reagents to Cinnamamides deriving from N-Fluoroalkyl (R)-(-)-2-Aminobutan-1-ol. Determination of Diastereomeric Excess by means of 19F NMR

Article abstract of DOI:10.1016/S0957-4166(00)80345-6

N-Alkylation of (R)-(-)-2-aminobutan-1-ol 1 (a readily available reagent) with ortho-fluorobenzyl chloride, followed by reaction with cinnamoyl chloride, afforded the cinnamamide (R)-(+)-6.Michael addition of n-alkyl magnesium halides to the latter gave t