On the origin of π-facial diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 3. Rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopropanal.

Abstract

The rotational profiles of 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal are theoretically predicted using ab initio methods at the MP2/6-31G*//3-21G level of theory. The conformational energies show a strong dependence on the torsion angle not only around the CC bond but also around the CR (ROMe, NMe 2) bond.