Asymmetric amplification by kinetic resolution using a racemic reagent: example in amine acetylation.
The reaction of a racemic reagent on a mixture of enantiomers with small ee (ee=enantiomeric excess) has been studied for amine acylation. A substantial asymmetric amplification could be realized, for example, from 67 to >95.5 ee. The combination of asymmetric amplifications is subsequently discussed. Two sequential asymmetric amplifications, one using a racemic reagent and another using a positive nonlinear effect allowed us to start from 1.5 % ee and end with a large amount of a product of 97 % ee.
Satyanarayana
Tummanapalli
T
Laboratoire de Catalyse Moléculaire, UMR 8075, Institut de Chimie Moléculaire et des Matériaux d'Orsay, Université Paris-Sud, 91405 Orsay, France.
Kagan
Henri B
HB