Abstract
(S )-3-(Dimethylamino)methylidene-5-benzyltetramic acid derivatives 4a and 4b were prepared in three steps from N-protected (S )-3-phenylalanines 1a and 1b , respectively. Similarly, N -[N -(benzyloxycarbonyl)glycyl]glycine (1c ) was transformed into the enaminone 4c . Acid-catalysed coupling of enaminones 4a -c with aliphatic, aromatic, and heteroaromatic primary amines 5 -34 afforded the corresponding N(3′)-substituted 3-aminomethylidenetetramic acid derivatives 35 -64 in 29-96% yields.
Key words
amines - chiral pool - coupling - heterocycles - enaminones
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