J. Barker, S. Cook, M. E. Lasterra-Sánchez
Jun 1, 1994
Citations
0
Influential Citations
2
Citations
Journal
Inorganica Chimica Acta
Abstract
Abstract (Methyl 2-acetamidoacrylate)tricarbonyliron(0) ( 3 ) reacts with 2 equivalents of methyllithium to give methyl N -acetylalaninate ( 4 ) and 2-acetamido-4-oxopentanoate ( 5 ) when the reaction is quenched with trifluoroacetic acid. Production of methyl N -acetylalaninate is dependent only on the presence of trifluoroacetic acid, and the ratio of 4 to 5 generated in these reactions is related to the quantity of trifluoroacetic acid used to quench them. Addition of two equivalents of methyllithium followed by tertiary haloalkanes gives protected β,β,β-trialkyl α-amino acids which may be hydrolysed to give tert-leucine ( 13 ) and the new α-amino acids 2-amino-3,3-dimethylpentanoic acid ( 14 ) and 2-amino-3,3-dimethylhexanoic acid ( 15 ).