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D,L-Phenylalanine reacts with -cyanoacetylenic alcohols under biomimetic conditions (room temperature, water) to give a novel family of unnatural amino acids, containing 2,5-dihydro-5iminofuranyl substituents in the amino group, in almost quantitative yields (92-95%). This “green” one-pot version of the tandem assembly of nontraditional amino acids opens an unexplored avenue to the new types of drugs and their precursors.

Chemo- and regioselective modification of D,L-phenylalanine with α-cyanoacetylenic alcohols in water