SYNTHESIS OF CHIRAL PYRROLIDINE DERIVATIVES FROM (S)-PYROGLUTAMIC ACID .2. 4-(HYDROXYMETHYL)-3-AZABICYCLO[3.1.0]HEXAN-2-ONES AND 5,5-DISUBSTITUTED 2-PYRROLIDINONES
T. Nagasaka et T. Imai, SYNTHESIS OF CHIRAL PYRROLIDINE DERIVATIVES FROM (S)-PYROGLUTAMIC ACID .2. 4-(HYDROXYMETHYL)-3-AZABICYCLO[3.1.0]HEXAN-2-ONES AND 5,5-DISUBSTITUTED 2-PYRROLIDINONES, Chemical and Pharmaceutical Bulletin, 45(1), 1997, pp. 36-42
The chiral pyrrolidine derivatives, 4-(hydroxymethyl)-3-azabicyclo[3.1
.0]hexan-2-ones (10 and 11) and 5,5-disubstituted 2-pyrrolidinones (20
, 21 and 22), were synthesized starting from (S)-pyroglutamic acid and
absolute configuration determination was made based on the H-1-NMR sp
ectra of the bicyclic lactam intermediates.