106202-18-0Relevant articles and documents
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.
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
Soai, Kenso,Ookawa, Atsuhiro
, p. 412 - 413 (2007/10/02)
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.
