Highly Stereospecific Arylation Of (S)-Proline and Complementary Highly Diastereoselective Reduction of the α-Amino Ketone. Asymmetric Synthesis of (1S,2'S)- and (1R,2'S)-Phenyl(2'-pyrrolidinyl)methanol

Article abstract of DOI:10.1039/c39860000412

Both optically active threo- and erythro-phenyl(2'-pyrrolidinyl)methanol (93-100percent enantiomeric excess, 100percent diastereoisomeric excess) were synthesised from (S)-proline by a stereospecific arylation and the subsequent complementary diastereoselective reduction of the α-amino ketone.