Paul N. Devine, B. S. Foster, E. Grabowski
Nov 22, 2002
Citations
0
Influential Citations
7
Citations
Journal
Heterocycles
Abstract
Pyrrolidine derived (S)-lactamide auxiliaries mediate a highly diastereoselective coupling reaction between racemic α-halo acids and N-benzylethanolamine. The adducts are readily cyclized upon treatment with a catalytic amount of TsOH giving the above titled compounds in >90% ee. The 4-fluorophenyl substituted oxazinone thus formed is the key intermediate in the synthesis of a potent NK 1 receptor antagonist.