Asymmetric Synthesis of Both Enantiomers of Pyrrolidinoisoquinoline Derivatives from L-Malic Acid and L-Tartaric Acid

Article abstract of DOI:10.1021/jo00127a019

The pyrrolidinoisoquinoline derivatives ((-)-3, (-)-4) and their antipodes ((+)-3, (+)-4) were prepared by reductive deoxygenation and reduction from the intermediates 9 and 10.The key intermediates 9 and 10 were prepared by a diastereoselective N-acyliminium ion cyclization of chiral lactams, which derived from L-malic acid and L-tartaric acid, respectively.