K. Burger et al., APPLICATION OF HEXAFLUOROACETONE AS PROTECTING AND ACTIVATING REAGENTIN AMINO-ACID AND PEPTIDE CHEMISTRY, Amino acids, 8(2), 1995, pp. 195-199
Using hexafluoroacetone as protecting and activating reagent, multifun
ctional amino acids like aspartic acid can be functionalized regiosele
ctively. This strategy offers i.a. a two-step synthesis for aspartame
and preparatively simple access to multifunctional natural and unnatur
al amino acids, like 4-oxo-L-amino acids, 5-diazo-4-oxo-L-amino acids,
4-substituted L-proline derivatives and various heterocyclic L-amino
acids. On application of this strategy to amino diacetic acid N-substi
tuted glycines become readily available.