ISSN:
0899-0042
Keywords:
solubilization
;
enhanced enantioselectivity
;
chiral induction
;
critical micellar concentration
;
reaction place
;
function of proline
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Proline and prolylproline dipeptide derived surfactants promote the asymmetric hydrogenation of (Z)-methyl α-acetamidocinnamate in water in the presence of the catalytic system [Rh(cod)2]BF4 + BPPM. Activity and enantioselectivity are enhanced significantly and the results in water are similar to those obtained with organic solvents. The possibility of a chiral induction was investigated in the presence of the optically active amino acid and peptide amphiphiles and an achiral rhodium catalyst [Rh(bdpb)(cod)]BF4. The analysis of the low optical induction gave some indications of the site where the reaction takes place within the micelle. Selected critical micelle concentrations (cmc) of the new prepared surfactants were determined by surface tension measurements. Chirality 10:754-759, 1998. © 1998 Wiley-Liss, Inc.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
