| Abstract
| - The regioselectivity of the reaction of aniline with a series ofN-protected aspartic and glutamicacid anhydrides was controlled through the choice of reaction solvent.In benzene, the formationof aspartic or glutamic acid α-anilides was favored, with α:(β orγ) regioselectivities as high as100:0. On the other hand, in DMSO, the formation of eitheraspartic acid β-anilide or glutamicacid γ-anilide was favored, with α:(β or γ) regioselectivitiesas high as 0:100. This regioselectivitywas not observed for alkylamines, amino acids, thiols, or alcohols.However, the high yields of theaniline reactions and the ability to specify their regioselectivitiesdemonstrate the usefulness ofour method for the formation of aspartic and glutamic acid anilidebonds.
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