Visualization method to predict the nucleophilic asymmetric induction of prochiral electrophiles.
[reaction: see text] This work focuses on the development of a simple technique to accurately predict and visualize the diastereoselectivity of ketone, aldehyde, and allyl chloride reductions by mapping electrostatic potential onto the frontier molecular orbital involved in the reduction. A distinct difference of electrostatic potential on the faces of the carbonyl can be used to predict the face of nucleophilic attack with a high level of accuracy.
Wilmot
Nathan
N
Department of Chemistry, University of California at Riverside, 92521, USA.
Marsella
Michael J
MJ