110529-25-4Relevant academic research and scientific papers
Asymmetric Synthesis of Optically Active threo- and erythro-Pyrrolidinylbenzyl Alcohol by the Highly Stereospecific Arylation of (S)-Proline and the Subsequent Highly Diastereoselective Reduction of the α-Amino Ketone
Ookawa, Atsuhiro,Soai, Kenso
, p. 1465 - 1472 (2007/10/02)
Optically active α-amino phenyl ketones in 92-94percent enantiomeric excess (e.e.) were obtained from the stereospecific arylation of (S)-proline or its derivatives by Friedel-Crafts reaction of by Grignard reaction.The subsequent complementary diastereoselective reductions of the α-amino ketone afforded respectively (S)- and (R)-α-benzyl alcohol in 93-100percent e.e. and in 100percent diastereoisomeric excess.The stereochemical course of the reduction of the α-amino ketone is discussed.
