Visualization method to predict the nucleophilic asymmetric induction of prochiral electrophiles
Nathan Wilmot1, Michael J Marsella
1Department of Chemistry, University of California at Riverside, 92521, USA.
Abstract:
[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.
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