T. Senju et S. Tomoda, QUANTITATIVE-ANALYSES OF CIEPLAK VS FELKIN-ANH EFFECTS IN HYDRIDE REDUCTION OF CYCLOHEXANONE, Chemistry Letters, (5), 1997, pp. 431-432
Transition structures of LIH addition to cyclohexanone have been optim
ized at the B3LYP/6-31G level. The bond lengths of the incipient bond
become substantially elongated compared to the previous results at th
e HF/3-21G level. It has been revealed that both torsional effects and
hyperconjugative stabilization are of less importance for the pi-faci
al diastereoselectivity.