Ys. Lee et al., ASYMMETRIC-SYNTHESIS OF BOTH ENANTIOMERS OF PYRROLIDINOISOQUINOLINE DERIVATIVES FROM L-MALIC ACID AND L-TARTARIC ACID, Journal of organic chemistry, 60(22), 1995, pp. 7149-7152
The pyrrolidinoisoquinoline derivatives ((-)-3, (-)-4) and their antip
odes ((+)-3, (+)-4) were prepared by reductive deoxygenation and reduc
tion from the intermediates 9 and 10. The key intermediates 9 and 10 w
ere prepared by a diastereoselective N-acyliminium ion cyclization of
chiral lactams, which derived from L-malic acid and L-tartaric acid, r
espectively.