Chiral α-Amino Ketones from the Friedel-Crafts Reaction of Protected Amino Acids
The Friedel-Crafts reaction employing N-methoxycarbonyl-protected α-amino acids is described.This method yields chiral α-amino ketones which can be further used to prepare doubly chiral vicinal amino alcohols.
McClure, D. E.,Arison, B. H.,Jones, J. H.,Baldwin, J. J.
Amino acids as a chiral pool: Synthesis of (S)- and (R)-2-N-carbomethoxy-5- aminoindane from (S)- and (R)-phenylalanines
Enantioselective syntheses of (R)-and (S)-2-N-carbomethoxy-5-aminoindanes from (R)- and (S)-phenylalanines, respectively, are described. A Friedel-Crafts reaction employing N-carbomethoxy phenylalanine leads to chiral 2-N-carbomethoxy-1-indanone, which is
Waykole, Liladhar M.,McKenna, Joseph J.,Bach, Andrew,Prashad, Mahavir,Repic, Oljan,Blacklock, Thomas J.