Based on X-ray crystal structures of aldehyde−Lewis acid complexes, E. J. Corey proposed the importance of formyl CH--O hydrogen bonds for transition state stabilization in asymmetric reactions. These complexes contained oxygen to formyl H distances well within the sum of the van der Waals radii. I will discuss our computational work towards understanding these important hydrogen bonds and the role they play in asymmetric organocatalysis and transition metal catalysis.

Computational studies of formyl CH-O hydrogen bonds in asymmetric catalysis

2019 Fall National Meeting

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