A series of analogues of the 5-lipoxygenase inhibitor 1-phenyl-3-pyrazolidinone (phenidone, la) has been prepared via two complementary new synthetic methods. The reaction of various electrophiles with the dianion of la or with an N-silylpyrazolidinone anion gave the desired 4-substituted pyrazolidinones (Scheme I and 11). A new procedure was developed for the resolution of 4-substituted pyrazolidinones (Scheme V). A regression ...