Enantioselective synthesis of β-substituted primary and secondary amines by alkylation of (R)-phenylglycinol amide enolates

Article abstract of DOI:10.1055/s-1997-1303

General and convenient syntheses of optically active β-substituted secondary or primary amines 4 and 8 are described. The method is based on diastereoselective alkylation of amides 1 and 5 derived from R-(-)-phenylglycinol followed by reduction and removal of the chiral appendage. This procedure has also been applied to the preparation of 1,4-amino alcohols 12 and γ-amino esters 14.