ASYMMETRIC SYNTHESIS CATALYZED BY CHIRAL PHOSPHINE COMPLEXES - NEW CHIRAL PYRROLIDINEPHOSPHINE COMPLEXES

Syntheses of new chiral pyrrolidinephosphine ligands (BPPM, BZPPM, PPPM, etc) from L-hydroxyproline and their application to the syntheses of optically active compounds were described, Thus, cramino acids (83~91% optical yields), salsolidine (45%), α-hydroxy esters (78.5 %),. R-(-)-pantolactone (80.5~86.7%), β-amino acids (53~55.2%), α-methylsuccinic acid (94.2%) and β-methylaspartic acid (58.2%) were obtained. Finally, the mechanism of their asymmetric hydrogenation was also discussed. © 1979, The Society of Synthetic Organic Chemistry, Japan. All rights reserved.