Synthesis of alpha-substituted beta-amino acids using pseudoephedrine as a chiral auxiliary.
[reaction: see text] beta-Amino acids are becoming increasingly attractive as intermediates in the synthesis of a variety of molecular structures. However, few methods are available for the synthesis of alpha-substituted beta-amino acids that are both readily scalable and highly stereoselective. Herein we report a new method for synthesizing alpha-substituted beta-amino acids that satisfies both of these requirements using enantiomerically pure pseudoephedrine as a chiral auxiliary.
Nagula
G
G
Molecumetics Ltd., 2023 120th Avenue NE, Bellevue, Washington 98005-2199, USA.
Huber
V J
VJ
Lum
C
C
Goodman
B A
BA
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D004809:Ephedrine; D007202:Indicators and Reagents; D015394:Molecular Structure; D011506:Proteins / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000596:Amino Acids; D007202:Indicators and Reagents; D011506:Proteins; D004809:Ephedrine