Development of an AM1 “In Silico Tool Box” for Enantioselective Free Radical Chemistry of Chiral Non-Racemic Organostannanes and Organogermanes

The AM1 “in silico tool box” is capable of correctly predicting the preferred stereochemistry and the stereoenhancement effects of Lewis acids during free radical hydrogen transfer reactions for a series of chiral non-racemic organostannanes to several prochiral radicals. While other methods overestimate the difference in energy involved, the accuracy of the predicted magnitude, using the above-mentioned process, for observed enantioselectivities of certain cases is noteworthy. The methodology has shown a remarkable adaptability to various structurally diverse chiral non-racemic hydrides and given reproducibility of the trends in enantioselectivity observed by several independent experimental studies.