A convenient and new approach to the synthesis of ω-heterocyclic amino acids from carboxy lactams through ring-chain-transformation. Part 2: Synthesis of (2R)-/(2S)- …
Making use of amide activation, a convenient and short path synthesis of optically pure ω- heterocyclic-β-amino acids has been achieved from (1R, 3R)-and (1R, 3S)-5-oxo-1-(1- phenyl-ethyl)-pyrrolidine-3-carboxylic acid methyl ester. The key step of the synthesis involves a regiospecific ring-chain-transformation of the enaminones when subjected to 1, 2- binucleophilic attacks. The method is illustrated by the synthesis of (2R)-/(2S)-2- ...
