Diastereoselective syntheses of (2R,3R,5R)- and (2S,3S,5S)-3-hydroxy-5- methyl-2-pyrrolidinecarboxylic acid as a component of actinomycin Z1

Article abstract of DOI:10.1016/S0040-4020(98)00604-8

A novel diastereoselective syntheses of both (2R,3R,5R)-1 and its enantiomer (2S,3S,5S)-1 were accomplished by employing trans-selective nucleophilic addition of cyanide to 3-benzoyloxy-N-acyliminium ions as the key step, starting from trans-4-hydroxy-L-p