Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 13, Issue 14, Pages 4094-4102Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200601684
Keywords
allylic substitution; chirality; copper; dynamic processes; heterogeneous catalysis; racemization
Categories
Ask authors/readers for more resources
Copper-catalyzed alpha-substitution of enantiomerically pure secondary allylic esters with Grignard reagents was studied with the aim to find conditions that give racemic products. it was observed that the degree of chiral transfer is strongly dependent on the temperature. The loss of chiral information is consistent with an equilibration of the Cu-III(allyl) intermediates prior to product formation. Equilibration of the reaction intermediates is of importance for a possible development of a dynamic kinetic asymmetric transformation (DYKAT) process, in which a chiral catalyst is used to produce an optically active product from a racemic substrate, by means of a dynamic equilibrium of the diastereomeric reaction intermediates.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available