Routes to 4-Substituted Analogues of the Glycine/NMDA Antagonist HA-966. Enantioselective Synthesis of (3R,4R) 3-Amino-1-Hydroxy-4-Methyl-2-Pyrrolidinone (L-687,414).

Article abstract of DOI:10.1016/S0040-4020(01)88493-3

Glycine anion (4) and glycine cation (8) synthons are used in efficient synthesis of 4-substituted analogues of HA-966 (1).A stereospecific route to cis derivatives involves hydrogenation of enamines such as 16.Introduction of a chiral auxiliary leads to