Chiral primary-tertiary diamine catalysts derived from natural amino acids for syn-aldol reactions of hydroxy ketones.
A series of primary-tertiary diamine catalysts were designed and synthesized from primary natural amino acids. Application of these new chiral catalysts in direct aldol reactions of alpha-hydroxyketones showed very good catalytic activity (up to 97% yield) and high syn selectivity (up to syn/ anti = 30:1, 99% ee).
Li
Jiuyuan
J
Beijing National Laboratory for Molecule Sciences, Center for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China.
Luo
Sanzhong
S
Cheng
Jin-Pei
JP
D000447:Aldehydes / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D003959:Diamines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D000447:Aldehydes; D000596:Amino Acids; D003959:Diamines; D007659:Ketones; C116609:3-hydroxybutanal